Methylamine → (S)-(+)-Mandelamide

반응식

C[NH2:2].[C:3]([O:13]C)(=O)[C@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5]>>[C:3]([NH2:2])(=[O:13])[C@H:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[OH:5]

참가 물질

반응물 2

HCID 6329Methylamine

HCID 643570methyl (2S)-2-hydroxy-2-phenylacetate

생성물 1

HCID 818990(S)-(+)-Mandelamide

실험 절차

To a solution of methylamine (40% in water, 3.8 equivalents) is added, at ambient temperature, methyl (S)-mandelate (1.0 equivalent; commercially available), while keeping the temperature below 30° C. and stirred at ambient temperature until full conversion is achieved. Excess methylamine is removed by azeotropic distillation. Alternatively, after neutralisation with aqueous hydrochloric acid the aqueous solution is saturated with sodium chloride and extracted several times with dichloromethane. The organic layers are combined and the water is removed by azeotropic distillation.

후처리

customthe temperature below 30° C.
customExcess methylamine is removed by azeotropic distillation
extractionextracted several times with dichloromethane
customthe water is removed by azeotropic distillation

출처 및 근거

ORD 기록: ord-6cc76b3a6a9943eca6dc37b5e07b6955
출처 데이터셋: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08247560B2

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