Methanol → Methyl 2-aminoisobutyrate hydrochloride

HRID 41355

Reaction equation

HRID 41355 reaction equation
[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].S(Cl)([Cl:10])=O.[CH3:12]O>>[ClH:10].[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([O:5][CH3:12])=[O:4]

Participants

4

Reactant 3

HCID 887MethanolHCID 6119Aminoisobutyric acidHCID 24386Thionyl Chloride

Product 1

HCID 13258034Methyl 2-aminoisobutyrate hydrochloride

Procedure

To a suspension of 2-aminoisobutyric acid (25.0 g, 243 mmol) in methanol (300 mL) was added thionyl chloride (27.0 mL, 43.0 g, 365 mmol) and the reaction was heated at reflux for 12 hours. The resulting solution was concentrated and triturated with diethyl ether-tetrahydrofuran to yield the product as a white powder, 29.8 g (80%).

Workup

  1. temperaturethe reaction was heated
  2. temperatureat reflux for 12 hours
  3. concentrationThe resulting solution was concentrated
  4. customtriturated with diethyl ether-tetrahydrofuran

Sources & evidence

ORD record
ord-dec8121f10da4ad8809931f9538cbab1
Source dataset
uspto-grants-2013_09
Patent number
US08530651B2

Linked notes

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