Methanol → Methyl 1-amino-1-cyclopentanecarboxylate, HCl

HRID 552057Notes

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

Participants

Reactant 3

HCID 887Methanol

HCID 2901Cycloleucine

HCID 24386Thionyl Chloride

Product 1

HCID 11513856Methyl 1-amino-1-cyclopentanecarboxylate, HClYield 89%

Procedure

This was synthesised according to Standard Procedure 1, using 1-amino-1-cyclopentanecarboxylic acid (3.876 g, 30 mmol) with thionyl chloride (4.44 mL, 45 mmol,) and anhydrous methanol (15.5 mL). The product was isolated as a white solid (4.81 g, yield 89%).

Workup

customThis was synthesised

Sources & evidence

ORD record: ord-b907bdbd0f3543ed9a36baa1c1fac0a8
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07951787B2

Reaction notes

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