DL-alanine → 2-Methylpropyl 2-aminopropanoate hydrochloride

HRID 433455Notes

Reaction equation

HRID 433455 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-293786f6181941ef89e0374c85a0a5df
Source dataset
uspto-grants-2003_12
Patent number
US06667305B1

Reaction notes

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