Acetyl chloride → methyl (2S)-2-aminopentanoate hydrochloride

HRID 2356816Notes

Reaction equation

HRID 2356816 reaction equation
[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[CH2:3][CH2:4][CH3:5].[C:9]([Cl:12])(=O)C>CO>[ClH:12].[NH2:1][C@H:2]([C:6]([O:8][CH3:9])=[O:7])[CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 65098L-Norvaline

Product 1

HCID 14118488methyl (2S)-2-aminopentanoate hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

L-Norvaline (0.82 g, 6.98 mmol) was added to a solution of acetyl chloride (0.60 mL, 8.44 mmol) in methanol (10 mL). The reaction mixture was allowed to stir for 18 h and then concentrated under reduced pressure. 1H NMR (400 MHz, CD3OD) δ 1.0 (t, 3H), 1.35-1.50 (m, 2H), 1.80-2.00 (m, 2H), 3.82 (s, 3H).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-488d3872633e4d87b63761b45dd361e3
Source dataset
uspto-grants-2010_07
Patent number
US07759376B2

Reaction notes

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