Triethylsilane → (4-{4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzyl}-3,5-dimethylphenoxy)(triisopropyl)silane

HRID 1836554ノート

反応式

HRID 1836554 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([C:17]2[C:22]([CH3:23])=[CH:21][C:20]([O:24][Si:25]([CH:32]([CH3:34])[CH3:33])([CH:29]([CH3:31])[CH3:30])[CH:26]([CH3:28])[CH3:27])=[CH:19][C:18]=2[CH3:35])O)=[CH:11][C:10]=1[S:36]([C:39]1[CH:44]=[CH:43][C:42]([F:45])=[CH:41][CH:40]=1)(=[O:38])=[O:37])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([SiH](CC)CC)C.FC(F)(F)S(O[Si](C)(C)C)(=O)=O.[Cl-].[NH4+]>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][C:17]2[C:22]([CH3:23])=[CH:21][C:20]([O:24][Si:25]([CH:26]([CH3:28])[CH3:27])([CH:32]([CH3:34])[CH3:33])[CH:29]([CH3:30])[CH3:31])=[CH:19][C:18]=2[CH3:35])=[CH:11][C:10]=1[S:36]([C:39]1[CH:44]=[CH:43][C:42]([F:45])=[CH:41][CH:40]=1)(=[O:37])=[O:38])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 12052TriethylsilaneHCID 25517Ammonium ChlorideHCID 65367Trimethylsilyl triflateHCID 23499595{4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}{2,6-dimethyl-4-[(triisopropylsilyl)oxy]phenyl}methanol

生成物 1

HCID 23499604(4-{4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzyl}-3,5-dimethylphenoxy)(triisopropyl)silane

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

575 mg (0.89 mmol) of {4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}{2,6-dimethyl-4-[(triisopropylsilyl)oxy]phenyl}methanol (Example VIII) are dissolved in 10 ml of tetrahydrofuran. At 0° C., 1030.35 mg (8.86 mmol) of triethylsilane are initially added, and 78.78 mg (0.35 mmol) of trimethylsilyl trifluoromethane-sulphonate are then added dropwise. The reaction mixture is stirred for 1.5 hours, and saturated ammonium chloride solution is then added. The mixture is extracted three times with ethyl acetate, the combined organic phases are dried over sodium sulphate and the solvent is removed under reduced pressure. This gives 611 mg (53% of theory) of (4-{4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzyl}-3,5-dimethylphenoxy)(triisopropyl)silane.

後処理

  1. extractionThe mixture is extracted three times with ethyl acetate
  2. dry with materialthe combined organic phases are dried over sodium sulphate
  3. customthe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-cf21c4ac4f5f41409caa839dd7674093
出典データセット
uspto-grants-2004_08
特許番号
US06777442B2

反応ノート

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