DL-alanine → 2-Methylpropyl 2-aminopropanoate hydrochloride

HRID 860294Notes

Reaction equation

HRID 860294 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-abe410d2be544c889cb24dda7916bc5c
Source dataset
uspto-grants-2006_12
Patent number
US07153847B2

Reaction notes

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