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

HRID 963718ノート

反応式

HRID 963718 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6b83f0b766bf447c96e93df607d9a2c4
出典データセット
uspto-grants-1998_06
特許番号
US05763489

反応ノート

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