Pyridine → HCID 178418683, 화합물

HRID 1707909노트

반응식

HRID 1707909 반응식
O1CCCCC1[O:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[CH:22][CH:21]=3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1.S(O[Si](C)(C)C)(O[Si](C)(C)C)(=O)=O.N1C=CC=CC=1>CO.C(OCC)C.ClCCl>[CH2:26]([C:23]1[CH:22]=[CH:21][C:20]([C:17]2[CH:16]=[CH:15][C:14]([C@H:11]3[CH2:12][CH2:13][C@H:8]([OH:7])[CH2:9][CH2:10]3)=[CH:19][CH:18]=2)=[CH:25][CH:24]=1)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35]

참가 물질

7

반응물 3

HCID 1049PyridineHCID 87573Silanol, trimethyl-, 1,1'-sulfateHCID 178418673HCID 178418673, 화합물

생성물 1

HCID 178418683HCID 178418683, 화합물수율 50.6%

시약·촉매·용매 3

HCID 887Methanol용매HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

실험 절차

A solution of 1.2 g of trans-4-(4'-decyl-4-biphenylyl)cyclohexyl tetrahydropyranyl ether in 40 ml of methanol and 2 ml of diethyl ether was treated with a solution of 7.3 mg of bistrimethylsilyl sulfate in 2 ml of dichloromethane. The reaction mixture was stirred at room temperature for 2 hours and then treated with 0.2 ml of pyridine. Subsequently, the reaction mixture was concentrated and the residue was then taken up in 50 ml of dichloromethane, washed twice with water, dried over magnesium sulfate, filtered and again concentrated. The residue was purified by chromatography on silica gel with toluene/ethyl acetate (vol. 9;1). Recrystallization from methanol gave 0.5 g of trans-4-(4'-decyl-4-biphenylyl)cyclohexanol.

후처리

  1. concentrationSubsequently, the reaction mixture was concentrated
  2. washwashed twice with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationagain concentrated
  6. customThe residue was purified by chromatography on silica gel with toluene/ethyl acetate (vol. 9;1)
  7. customRecrystallization from methanol

출처 및 근거

ORD 기록
ord-b3c2d20cf643482aa86ad5eeaa7ebf65
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05356563

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