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Pyridine → HCID 178418683、化合物

HRID 5305
ノート
印刷プレビュー

反応式

HRID 5305 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 1049PyridineHCID 87573Silanol, trimethyl-, 1,1'-sulfateHCID 178418673HCID 178418673、化合物

生成物 1

HCID 178418683HCID 178418683、化合物収率 50.6%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 3283Diethyl Ether溶媒
HCID 6344
Dichloromethane
溶媒

実験手順

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. Subseguently, 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.

後処理

  1. concentrationSubseguently, 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

出典と根拠

ORDレコード
ord-5644e5fd1d534b5297d22337a4455595
出典データセット
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05244597

反応ノート

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