Ethanol → Ethyl N-cyclopentylglycinate--hydrogen chloride (1/1)

HRID 1821712Notes

Reaction equation

[CH:1]1([NH:6][CH2:7][C:8]([OH:10])=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:13])=O.[CH3:15][CH2:16]O>>[ClH:13].[CH2:15]([O:9][C:8](=[O:10])[CH2:7][NH:6][CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[CH3:16]

Participants

Reactant 3

HCID 702Ethanol

HCID 24386Thionyl Chloride

HCID 3141012-(Cyclopentylamino)acetic acid

Product 1

HCID 13089663Ethyl N-cyclopentylglycinate--hydrogen chloride (1/1)

Procedure

Cyclopentylglycine ethyl ester hydrochloride salt was prepared by the procedure in Example 1(B) utilizing cyclopentylglycine (5.0 g, 38.7 mmol), thionyl chloride (6.0 mL, 77.4 mmol) and EtOH (34.10 mL, 58.1 mmol). The ethyl ester 14aj was obtained as a white solid (2.25 g, 10.86 mmol, 56%).

Sources & evidence

ORD record: ord-3191a0ced3354e80a1eb982961fc1c18
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07608599B2

Reaction notes

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