diff --git a/spacy/tests/parser/test_arc_eager_oracle.py b/spacy/tests/parser/test_arc_eager_oracle.py
index c2ab94500..12883ee08 100644
--- a/spacy/tests/parser/test_arc_eager_oracle.py
+++ b/spacy/tests/parser/test_arc_eager_oracle.py
@@ -153,3 +153,88 @@ def test_get_oracle_actions():
             parser.moves.add_action(3, dep)
     example = Example.from_dict(doc, {"words": words, "tags": tags, "heads": heads, "deps": deps})
     parser.moves.get_oracle_sequence(example)
+
+
+def test_oracle_dev_sentence(vocab, arc_eager):
+    words_deps_heads = """
+        Rolls-Royce nn Inc.
+        Motor nn Inc.
+        Cars nn Inc.
+        Inc. nsubj said
+        said ROOT said
+        it nsubj expects
+        expects ccomp said
+        its poss sales
+        U.S. nn sales
+        sales nsubj steady
+        to aux steady
+        remain cop steady
+        steady xcomp expects
+        at prep steady
+        about quantmod 1,200
+        1,200 num cars
+        cars pobj at
+        in prep steady
+        1990 pobj in
+        . punct said
+    """
+    expected_transitions = [
+        "S", # Shift 'Motor'
+        "S", # Shift 'Cars'
+        "L-nn", # Attach 'Cars' to 'Inc.'
+        "L-nn", # Attach 'Motor' to 'Inc.'
+        "L-nn", # Attach 'Rolls-Royce' to 'Inc.', force shift
+        "L-nsubj", # Attach 'Inc.' to 'said'
+        "S", # Shift 'it'
+        "L-nsubj", # Attach 'it.' to 'expects'
+        "R-ccomp", # Attach 'expects' to 'said'
+        "S", # Shift 'its'
+        "S", # Shift 'U.S.'
+        "L-nn", # Attach 'U.S.' to 'sales'
+        "L-poss", # Attach 'its' to 'sales'
+        "S", # Shift 'sales'
+        "S", # Shift 'to'
+        "S", # Shift 'remain'
+        "L-cop", # Attach 'remain' to 'steady'
+        "L-aux", # Attach 'to' to 'steady'
+        "L-nsubj", # Attach 'sales' to 'steady'
+        "R-xcomp", # Attach 'steady' to 'expects'
+        "R-prep", # Attach 'at' to 'steady'
+        "S", # Shift 'about'
+        "L-quantmod", # Attach "about" to "1,200"
+        "S", # Shift "1,200"
+        "L-num", # Attach "1,200" to "cars"
+        "R-pobj", # Attach "cars" to "at"
+        "D", # Reduce "cars"
+        "D", # Reduce "at"
+        "R-prep", # Attach "in" to "steady"
+        "R-pobj", # Attach "1990" to "in"
+        "D", # Reduce "1990"
+        "D", # Reduce "in"
+        "D", # Reduce "steady"
+        "D", # Reduce "expects"
+        "R-punct", # Attach "." to "said"
+    ]
+
+    gold_words = []
+    gold_deps = []
+    gold_heads = []
+    for line in words_deps_heads.strip().split("\n"):
+        line = line.strip()
+        if not line:
+            continue
+        word, dep, head = line.split()
+        gold_words.append(word)
+        gold_deps.append(dep)
+        gold_heads.append(head)
+    gold_heads = [gold_words.index(head) for head in gold_heads]
+    for dep in gold_deps:
+        arc_eager.add_action(2, dep) # Left
+        arc_eager.add_action(3, dep) # Right
+
+    doc = Doc(Vocab(), words=gold_words)
+    example = Example.from_dict(doc, {"heads": gold_heads, "deps": gold_deps})
+
+    ae_oracle_actions = arc_eager.get_oracle_sequence(example)
+    ae_oracle_actions = [arc_eager.get_class_name(i) for i in ae_oracle_actions]
+    assert ae_oracle_actions == expected_transitions