Ethanol → Ethyl 1-aminocyclopentane-1-carboxylate--hydrogen chloride (1/1)

HRID 552058Notes

Reaction equation

[NH2:1][C:2]1([C:7]([OH:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3]1.S(Cl)([Cl:12])=O.[CH2:14](O)[CH3:15]>>[ClH:12].[CH2:14]([O:8][C:7]([C:2]1([NH2:1])[CH2:6][CH2:5][CH2:4][CH2:3]1)=[O:9])[CH3:15]

Participants

Reactant 3

HCID 702Ethanol

HCID 2901Cycloleucine

HCID 24386Thionyl Chloride

Product 1

HCID 3028134Ethyl 1-aminocyclopentane-1-carboxylate--hydrogen chloride (1/1)Yield 93%

Procedure

This was synthesised according to Standard Procedure 1, using 1-amino-1-cyclopentanecarboxylic acid (5.0 g, 38.6 mmol) with thionyl chloride (5.72 mL, 58 mmol) and anhydrous ethanol (29 mL). The product was isolated as a white solid (6.98 g, yield 93%).

Workup

customThis was synthesised

Sources & evidence

ORD record: ord-abe7be6ca4e0492c86db4da8cdfbc3f6
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07951787B2

Reaction notes

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