diff --git a/fs/btrfs/tests/extent-map-tests.c b/fs/btrfs/tests/extent-map-tests.c
index ed0f36ae5346..d5f5e48ab55c 100644
--- a/fs/btrfs/tests/extent-map-tests.c
+++ b/fs/btrfs/tests/extent-map-tests.c
@@ -6,6 +6,7 @@
 #include <linux/types.h>
 #include "btrfs-tests.h"
 #include "../ctree.h"
+#include "../btrfs_inode.h"
 #include "../volumes.h"
 #include "../disk-io.h"
 #include "../block-group.h"
@@ -442,6 +443,219 @@ static int test_case_4(struct btrfs_fs_info *fs_info,
 	return ret;
 }
 
+static int add_compressed_extent(struct extent_map_tree *em_tree,
+				 const u64 start, const u64 len,
+				 const u64 block_start)
+{
+	struct extent_map *em;
+	int ret;
+
+	em = alloc_extent_map();
+	if (!em) {
+		test_std_err(TEST_ALLOC_EXTENT_MAP);
+		return -ENOMEM;
+	}
+
+	em->start = start;
+	em->len = len;
+	em->block_start = block_start;
+	em->block_len = SZ_4K;
+	set_bit(EXTENT_FLAG_COMPRESSED, &em->flags);
+	write_lock(&em_tree->lock);
+	ret = add_extent_mapping(em_tree, em, 0);
+	write_unlock(&em_tree->lock);
+	free_extent_map(em);
+	if (ret < 0) {
+		test_err("cannot add extent map [%llu, %llu)", start,
+			 start + len);
+		return ret;
+	}
+
+	return 0;
+}
+
+struct extent_range {
+	u64 start;
+	u64 len;
+};
+
+/* The valid states of the tree after every drop, as described below. */
+struct extent_range valid_ranges[][7] = {
+	{
+	  { .start = 0,			.len = SZ_8K },		/* [0, 8K) */
+	  { .start = SZ_4K * 3,		.len = SZ_4K * 3},	/* [12k, 24k) */
+	  { .start = SZ_4K * 6,		.len = SZ_4K * 3},	/* [24k, 36k) */
+	  { .start = SZ_32K + SZ_4K,	.len = SZ_4K},		/* [36k, 40k) */
+	  { .start = SZ_4K * 10,	.len = SZ_4K * 6},	/* [40k, 64k) */
+	},
+	{
+	  { .start = 0,			.len = SZ_8K },		/* [0, 8K) */
+	  { .start = SZ_4K * 5,		.len = SZ_4K},		/* [20k, 24k) */
+	  { .start = SZ_4K * 6,		.len = SZ_4K * 3},	/* [24k, 36k) */
+	  { .start = SZ_32K + SZ_4K,	.len = SZ_4K},		/* [36k, 40k) */
+	  { .start = SZ_4K * 10,	.len = SZ_4K * 6},	/* [40k, 64k) */
+	},
+	{
+	  { .start = 0,			.len = SZ_8K },		/* [0, 8K) */
+	  { .start = SZ_4K * 5,		.len = SZ_4K},		/* [20k, 24k) */
+	  { .start = SZ_4K * 6,		.len = SZ_4K},		/* [24k, 28k) */
+	  { .start = SZ_32K,		.len = SZ_4K},		/* [32k, 36k) */
+	  { .start = SZ_32K + SZ_4K,	.len = SZ_4K},		/* [36k, 40k) */
+	  { .start = SZ_4K * 10,	.len = SZ_4K * 6},	/* [40k, 64k) */
+	},
+	{
+	  { .start = 0,			.len = SZ_8K},		/* [0, 8K) */
+	  { .start = SZ_4K * 5,		.len = SZ_4K},		/* [20k, 24k) */
+	  { .start = SZ_4K * 6,		.len = SZ_4K},		/* [24k, 28k) */
+	}
+};
+
+static int validate_range(struct extent_map_tree *em_tree, int index)
+{
+	struct rb_node *n;
+	int i;
+
+	for (i = 0, n = rb_first_cached(&em_tree->map);
+	     valid_ranges[index][i].len && n; i++, n = rb_next(n)) {
+		struct extent_map *entry = rb_entry(n, struct extent_map, rb_node);
+
+		if (entry->start != valid_ranges[index][i].start) {
+			test_err("mapping has start %llu expected %llu",
+				 entry->start, valid_ranges[index][i].start);
+			return -EINVAL;
+		}
+
+		if (entry->len != valid_ranges[index][i].len) {
+			test_err("mapping has len %llu expected %llu",
+				 entry->len, valid_ranges[index][i].len);
+			return -EINVAL;
+		}
+	}
+
+	/*
+	 * We exited because we don't have any more entries in the extent_map
+	 * but we still expect more valid entries.
+	 */
+	if (valid_ranges[index][i].len) {
+		test_err("missing an entry");
+		return -EINVAL;
+	}
+
+	/* We exited the loop but still have entries in the extent map. */
+	if (n) {
+		test_err("we have a left over entry in the extent map we didn't expect");
+		return -EINVAL;
+	}
+
+	return 0;
+}
+
+/*
+ * Test scenario:
+ *
+ * Test the various edge cases of btrfs_drop_extent_map_range, create the
+ * following ranges
+ *
+ * [0, 12k)[12k, 24k)[24k, 36k)[36k, 40k)[40k,64k)
+ *
+ * And then we'll drop:
+ *
+ * [8k, 12k) - test the single front split
+ * [12k, 20k) - test the single back split
+ * [28k, 32k) - test the double split
+ * [32k, 64k) - test whole em dropping
+ *
+ * They'll have the EXTENT_FLAG_COMPRESSED flag set to keep the em tree from
+ * merging the em's.
+ */
+static int test_case_5(void)
+{
+	struct extent_map_tree *em_tree;
+	struct inode *inode = NULL;
+	u64 start, end;
+	int ret;
+
+	test_msg("Running btrfs_drop_extent_map_range tests");
+
+	inode = btrfs_new_test_inode();
+	if (!inode) {
+		test_std_err(TEST_ALLOC_INODE);
+		return -ENOMEM;
+	}
+
+	em_tree = &BTRFS_I(inode)->extent_tree;
+
+	/* [0, 12k) */
+	ret = add_compressed_extent(em_tree, 0, SZ_4K * 3, 0);
+	if (ret) {
+		test_err("cannot add extent range [0, 12K)");
+		goto out;
+	}
+
+	/* [12k, 24k) */
+	ret = add_compressed_extent(em_tree, SZ_4K * 3, SZ_4K * 3, SZ_4K);
+	if (ret) {
+		test_err("cannot add extent range [12k, 24k)");
+		goto out;
+	}
+
+	/* [24k, 36k) */
+	ret = add_compressed_extent(em_tree, SZ_4K * 6, SZ_4K * 3, SZ_8K);
+	if (ret) {
+		test_err("cannot add extent range [12k, 24k)");
+		goto out;
+	}
+
+	/* [36k, 40k) */
+	ret = add_compressed_extent(em_tree, SZ_32K + SZ_4K, SZ_4K, SZ_4K * 3);
+	if (ret) {
+		test_err("cannot add extent range [12k, 24k)");
+		goto out;
+	}
+
+	/* [40k, 64k) */
+	ret = add_compressed_extent(em_tree, SZ_4K * 10, SZ_4K * 6, SZ_16K);
+	if (ret) {
+		test_err("cannot add extent range [12k, 24k)");
+		goto out;
+	}
+
+	/* Drop [8k, 12k) */
+	start = SZ_8K;
+	end = (3 * SZ_4K) - 1;
+	btrfs_drop_extent_map_range(BTRFS_I(inode), start, end, false);
+	ret = validate_range(&BTRFS_I(inode)->extent_tree, 0);
+	if (ret)
+		goto out;
+
+	/* Drop [12k, 20k) */
+	start = SZ_4K * 3;
+	end = SZ_16K + SZ_4K - 1;
+	btrfs_drop_extent_map_range(BTRFS_I(inode), start, end, false);
+	ret = validate_range(&BTRFS_I(inode)->extent_tree, 1);
+	if (ret)
+		goto out;
+
+	/* Drop [28k, 32k) */
+	start = SZ_32K - SZ_4K;
+	end = SZ_32K - 1;
+	btrfs_drop_extent_map_range(BTRFS_I(inode), start, end, false);
+	ret = validate_range(&BTRFS_I(inode)->extent_tree, 2);
+	if (ret)
+		goto out;
+
+	/* Drop [32k, 64k) */
+	start = SZ_32K;
+	end = SZ_64K - 1;
+	btrfs_drop_extent_map_range(BTRFS_I(inode), start, end, false);
+	ret = validate_range(&BTRFS_I(inode)->extent_tree, 3);
+	if (ret)
+		goto out;
+out:
+	iput(inode);
+	return ret;
+}
+
 struct rmap_test_vector {
 	u64 raid_type;
 	u64 physical_start;
@@ -619,6 +833,11 @@ int btrfs_test_extent_map(void)
 	if (ret)
 		goto out;
 	ret = test_case_4(fs_info, em_tree);
+	if (ret)
+		goto out;
+	ret = test_case_5();
+	if (ret)
+		goto out;
 
 	test_msg("running rmap tests");
 	for (i = 0; i < ARRAY_SIZE(rmap_tests); i++) {
