DL-alanine → 2-Methylpropyl 2-aminopropanoate hydrochloride

HRID 133306Notes

Reaction equation

HRID 133306 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-a2fa1361c5ad4855987d3090ee7f2d70
Source dataset
uspto-grants-2008_06
Patent number
US07390801B2

Reaction notes

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