Acetone → 3-[N-[5-Chloro-3-(alpha-hydroxy-2-chlorobenzyl)-2-thienyl]-N-neopentylcarbamoyl]acrylic acid ethyl ester

HRID 1940196노트

반응식

HRID 1940196 반응식
[CH2:1]([O:3][C:4](=[O:30])[CH:5]=[CH:6][C:7](=[O:29])[N:8]([C:14]1[S:15][C:16]([Cl:28])=[CH:17][C:18]=1[C:19](=[O:27])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[Cl:26])[CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH3:2].[Cl-].[Cl-].[Cl-].[Cs+].[Cs+].[Cs+].[BH4-].[Na+].CC(C)=O>CO>[CH2:1]([O:3][C:4](=[O:30])[CH:5]=[CH:6][C:7](=[O:29])[N:8]([C:14]1[S:15][C:16]([Cl:28])=[CH:17][C:18]=1[CH:19]([OH:27])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[Cl:26])[CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH3:2]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 4311764Sodium borohydrideHCID 20975861Cesium trichlorideHCID 702774443-[N-[5-chloro-3-(2-chlorobenzoyl)-2-thienyl]-N-neopentylcarbamoyl]acrylic acid ethyl ester

생성물 1

HCID 702775533-[N-[5-Chloro-3-(alpha-hydroxy-2-chlorobenzyl)-2-thienyl]-N-neopentylcarbamoyl]acrylic acid ethyl ester수율 103.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 3-[N-[5-chloro-3-(2-chlorobenzoyl)-2-thienyl]-N-neopentylcarbamoyl]acrylic acid ethyl ester (2.37 g) and cesium trichloride.heptahydrate (2.98 g) in methanol (100 ml) was gradually added, sodium borohydride (303 mg) at room temperature. The mixture stirred for 20 minutes at room temperature, to which was added acetone, then the solvent was distilled off. To the residue were added 1M potassium hydrogensulfate and acetic acid ethyl ester. The organic layer was washed with a saturated aqueous saline solution, followed by drying over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by means of a silica-gel column chromatography to give a non-crystalline solid (2.47 g).

후처리

  1. customat room temperature
  2. distillationthe solvent was distilled off
  3. additionTo the residue were added 1M potassium hydrogensulfate and acetic acid ethyl ester
  4. washThe organic layer was washed with a saturated aqueous saline solution
  5. dry with materialby drying over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off
  7. customthe residue was purified by means of a silica-gel column chromatography

출처 및 근거

ORD 기록
ord-90c17bfe0b3a43ccac691f5f5ec84f75
출처 데이터셋
uspto-grants-1997_12
특허 번호
US05698691

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