Ethanol → Ethyl 2-Aminobutyrate Hydrochloride

HRID 342864

Reaction equation

HRID 342864 reaction equation
S(Cl)([Cl:3])=O.[NH2:5][CH:6]([CH2:10][CH3:11])[C:7]([OH:9])=[O:8].[CH2:12](O)[CH3:13]>>[ClH:3].[NH2:5][CH:6]([CH2:10][CH3:11])[C:7]([O:9][CH2:12][CH3:13])=[O:8]

Participants

4

Reactant 3

HCID 702EthanolHCID 6657Alpha-Aminobutyric AcidHCID 24386Thionyl Chloride

Product 1

HCID 12844023Ethyl 2-Aminobutyrate HydrochlorideYield 97%

Conditions

Temperature
27 °C

Procedure

Thionyl chloride (1.25 moles) was added to a solution of 2-aminobutyric acid (1 mole) in SD12A3 (95% ethanol/5% toluene) at a temperature of <5° C. When addition was complete, the mixture was stirred at 27° C. for 16 hours and the resulting precipitate filtered off and washed with methyl t-butyl ether to give the desired product as a white solid (97% yield).

Workup

  1. additionWhen addition
  2. filtrationthe resulting precipitate filtered off
  3. washwashed with methyl t-butyl ether

Sources & evidence

ORD record
ord-57d667095fe445b4895e42c5c900e60d
Source dataset
uspto-grants-1999_01
Patent number
US05859240

Linked notes

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