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

HRID 1836554노트

반응식

HRID 1836554 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cf21c4ac4f5f41409caa839dd7674093
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06777442B2

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