Ethyl Acetoacetate → Ethyl 3-tetrahydropyrrolyl-2-butenoate

HRID 10835

Reaction equation

[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=O.[NH:10]1[CH2:14][CH2:13][CH2:12][CH2:11]1>>[NH:10]1[CH2:14][CH2:13][CH2:12][CH:11]1[C:3]([CH3:5])=[CH:2][C:1]([O:7][CH2:8][CH3:9])=[O:6]

Participants

Reactant 2

HCID 8868Ethyl Acetoacetate

HCID 31268Pyrrolidine

Product 1

HCID 69630519Ethyl 3-tetrahydropyrrolyl-2-butenoate

Procedure

Ethyl 3-tetrahydropyrrolyl-2-butenoate was prepared (21 g, 99%) from ethyl acetoacetate (15.0 g, 115.26 mmol) and pyrrolidine (71.1 mL, 345.78 mmol) in the same manner as described in the above Example 1 (1), and the obtained product was identified with the following NMR data.

Sources & evidence

ORD record: ord-c4f6c0a039404fa9b84557e51bc4c6bf
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07094908B2

Linked notes

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