p-Toluenesulfonic acid monohydrate → beta-(4-(4-Propylcyclohexyl)cyclohexyl)-2-trifluoromethyl-3-fluoro-4-ethoxy-5-trimethylsilyl styrene

HRID 1174446

反応式

HRID 1174446 の反応式
O[CH:2]([C:19]1[CH:24]=[C:23]([Si:25]([CH3:28])([CH3:27])[CH3:26])[C:22]([O:29][CH2:30][CH3:31])=[C:21]([F:32])[C:20]=1[C:33]([F:36])([F:35])[F:34])[CH2:3][CH:4]1[CH2:9][CH2:8][CH:7]([CH:10]2[CH2:15][CH2:14][CH:13]([CH2:16][CH2:17][CH3:18])[CH2:12][CH2:11]2)[CH2:6][CH2:5]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.Cl.[Na]>C1(C)C=CC=CC=1>[CH2:16]([CH:13]1[CH2:12][CH2:11][CH:10]([CH:7]2[CH2:6][CH2:5][CH:4]([CH:3]=[CH:2][C:19]3[CH:24]=[C:23]([Si:25]([CH3:27])([CH3:26])[CH3:28])[C:22]([O:29][CH2:30][CH3:31])=[C:21]([F:32])[C:20]=3[C:33]([F:35])([F:36])[F:34])[CH2:9][CH2:8]2)[CH2:15][CH2:14]1)[CH2:17][CH3:18]

参加物

5

反応物 3

HCID 521998p-Toluenesulfonic acid monohydrateHCID 231596831-Hydroxy-1-(2-trifluoromethyl-3-fluoro-4-ethoxy-5-trimethylsilylphenyl)-2-(4-(4-propylcyclohexyl)cyclohexyl)ethaneHCID 23872008Sodium hydrochloride

生成物 1

HCID 86614748beta-(4-(4-Propylcyclohexyl)cyclohexyl)-2-trifluoromethyl-3-fluoro-4-ethoxy-5-trimethylsilyl styrene収率 80.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

20.7 g of the crude 1-hydroxy-1-(2-trifluoromethyl-3-fluoro-4-ethoxy-5-trimethylsilylphenyl)-2-(4-(4-propylcyclohexyl)cyclohexyl)ethane obtained in the first step was dissolved in toluene. 0.68 g (3.57 mmol) of p-toluene sulfonic acid monohydrate was added and refluxed under heating for 2 hours while dewatering by using a Dean Stark apparatus. The reaction mixture was poured into 200 ml of an aqueous sodium hydrogen chloride solution and extracted with 200 ml of toluene. The organic layer was washed with 200 ml of water and then with 100 ml of an aqueous saturated sodium chloride solution successively and, after drying over anhydrous magnesium sulfate, it was concentrated under a reduced pressure to obtain 16.03 g of a crude β-(4-(4-propylcyclohexyl)cyclohexyl)-2-trifluoromethyl-3-fluoro-4-ethoxy-5-trimethylsilyl styrene.

後処理

  1. temperaturerefluxed
  2. temperatureunder heating for 2 hours
  3. extractionextracted with 200 ml of toluene
  4. washThe organic layer was washed with 200 ml of water
  5. dry with materialwith 100 ml of an aqueous saturated sodium chloride solution successively and, after drying over anhydrous magnesium sulfate, it
  6. concentrationwas concentrated under a reduced pressure

出典と根拠

ORDレコード
ord-5962d41c4bad41de9d6b8599510dc3b1
出典データセット
uspto-grants-2010_11
特許番号
US07838087B2

関連ノート

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