Water → ethyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate

HRID 1088303

반응식

HRID 1088303 반응식
C([SnH](CCCC)CCCC)CCC.Cl[C:15]([C:25]1[CH:26]=[N:27][C:28]([C:31]([CH3:34])([CH3:33])[CH3:32])=[N:29][CH:30]=1)([C:21]([CH3:24])([CH3:23])[CH3:22])[C:16]([O:18][CH2:19][CH3:20])=[O:17].N(C(C)(C)C#N)=NC(C)(C)C#N.O>C1(C)C=CC=CC=1>[CH3:34][C:31]([C:28]1[N:27]=[CH:26][C:25]([CH:15]([C:21]([CH3:22])([CH3:24])[CH3:23])[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:30][N:29]=1)([CH3:32])[CH3:33]

참가 물질

6

반응물 4

HCID 962WaterHCID 5948TributylstannaneHCID 6547AzobisisobutyronitrileHCID 14718731ethyl (RS)-2-chloro-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate

생성물 1

HCID 14718703ethyl (RS)-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate수율 88.3%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Tri-n-Butyl tin hydride (1.3 cm3) was added to a solution of ethyl (RS)-2-chloro-2-[2-(1,1-dimethylethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate (1.4 g) and a catalytic amount of 2,2'-azobisisobutyronitrile in dry toluene (10 cm3). The mixture was heated to the reflux temperature for a period of 11/2 hours, after which it was cooled to the ambient temperature, poured into water, and extracted into ethyl acetate. After concentration by evaporation of the solvent under reduced pressure, the residue was subjected to column chromatography on silica gel using hexane followed by ethyl acetate as eluent to give ethyl (RS)-2-[2-(1,1-dimethyl-ethyl)pyrimidin-5-yl]-3,3-dimethylbutanoate (1.1 g) as a pale yellow liquid, the spectral data of which were identical to those obtained for the sample generated in Example 9.

후처리

  1. extractionextracted into ethyl acetate
  2. concentrationAfter concentration
  3. customby evaporation of the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-6c4e4046336e41e4ab969e3101f5a5eb
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04962109

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