DL-alanine → 2-Methylpropyl 2-aminopropanoate hydrochloride

HRID 480829Notes

Reaction equation

HRID 480829 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-320c4d30c7c94fe39fee1ad5d2e2db76
Source dataset
uspto-grants-2003_11
Patent number
US06653303B1

Reaction notes

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