Potassium bisulfate → 2-Ethoxycarbonyl-5-t-butyldiphenylsilyloxy-3,4-dihydronaphthalene

HRID 344048노트

반응식

HRID 344048 반응식
O[CH:2]1[C:11]2[C:6](=[C:7]([O:12][Si:13]([C:26]([CH3:29])([CH3:28])[CH3:27])([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][CH:3]1[C:30]([O:32][CH2:33][CH3:34])=[O:31].OS([O-])(=O)=O.[K+]>C1(C)C=CC=CC=1>[CH2:33]([O:32][C:30]([C:3]1[CH2:4][CH2:5][C:6]2[C:11](=[CH:10][CH:9]=[CH:8][C:7]=2[O:12][Si:13]([C:26]([CH3:27])([CH3:29])[CH3:28])([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:2]=1)=[O:31])[CH3:34]

참가 물질

4

반응물 2

HCID 516920Potassium bisulfateHCID 536494731-Hydroxy-2-ethoxycarbonyl-5-t-butyldiphenylsilyloxy-1,2,3,4-tetrahydronaphthalene

생성물 1

HCID 545044522-Ethoxycarbonyl-5-t-butyldiphenylsilyloxy-3,4-dihydronaphthalene수율 130.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 1-hydroxy-2-ethoxycarbonyl-5-t-butyldiphenylsilyloxy-1,2,3,4-tetrahydronaphthalene (5.9 g) in toluene (100 ml) was added KHSO4 (2.0 g). The mixture was stirred for 1 hour under reflux, and then the cooled solution was washed with sat. NaHCO3 and brine. The dried solvent was evaporated in vacuo and the residue was purified by chromatography on silica gel to give 2-ethoxycarbonyl-5-t-butyldiphenylsilyloxy-3,4-dihydronaphthalene (7.4 g).

후처리

  1. temperatureunder reflux
  2. washthe cooled solution was washed with sat. NaHCO3 and brine
  3. customThe dried solvent was evaporated in vacuo
  4. customthe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-b5cfc83f0c4c47c6bc2cf264df80bff7
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05863918

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