DL-alanine → 2-Methylpropyl 2-aminopropanoate hydrochloride

HRID 1071426Notes

Reaction equation

HRID 1071426 reaction equation
[NH2:1][CH:2]([C:4]([OH:6])=[O:5])[CH3:3].S(Cl)([Cl:9])=O.[CH2:11](O)[CH:12]([CH3:14])[CH3:13]>>[ClH:9].[CH2:11]([O:5][C:4](=[O:6])[CH:2]([CH3:3])[NH2:1])[CH:12]([CH3:14])[CH3:13]

Participants

4

Reactant 3

HCID 602DL-alanineHCID 6560IsobutanolHCID 24386Thionyl Chloride

Product 1

HCID 862001092-Methylpropyl 2-aminopropanoate hydrochloride

Procedure

A mixture of 35.64 g (0.4 mol) of D,L-alanine (Aldrich), 44 mL (0.6 mol) of thionyl chloride (Aldrich) and 200 mL of iso-butanol was refluxed for 1.5 hours. The volatiles were removed at reduced pressure at 90° C. under reduced pressure to give the title compound as an oil, which was used without further purification.

Workup

  1. temperaturewas refluxed for 1.5 hours
  2. customThe volatiles were removed at reduced pressure at 90° C. under reduced pressure

Sources & evidence

ORD record
ord-a8de44ee07624bb6b0a41e964d62c840
Source dataset
uspto-grants-2005_06
Patent number
US06906056B2

Reaction notes

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