Water → HCID 23147093、化合物

HRID 495299

反応式

HRID 495299 の反応式
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[O:10][C:9]([C:11]2[C:18]([O:19][CH2:20][O:21][CH3:22])=[CH:17][C:16]([O:23][CH2:24][O:25][CH3:26])=[CH:15][C:12]=2[CH:13]=[O:14])=[CH:8][CH:7]=1.[CH2:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]1.C(OCC)C.C1([Li])C=CC=CC=1.O>C(OCC)C>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[C:6]1[O:10][C:9]([C:11]2[C:18]([O:19][CH2:20][O:21][CH3:22])=[CH:17][C:16]([O:23][CH2:24][O:25][CH3:26])=[CH:15][C:12]=2[CH:13]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[OH:14])=[CH:8][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 21895417Cyclohexane diethyletherHCID 23147566HCID 23147566、化合物HCID 178506676HCID 178506676、化合物

生成物 1

HCID 23147093HCID 23147093、化合物収率 57%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
-78 °C

実験手順

2-[5-(1,3-Dioxolan-2-yl)furan-2-yl]-3,5-bis(methoxymethoxy)benzaldehyde (135 mg, 0.374 mmol) was dissolved in diethyl ether (10 mL), and the solution was cooled to −78° C., and then cyclohexane/diethyl ether solution of 1.06 mol/L phenyllithium (0.54 mL, 0.57 mmol) was added thereto and stirred at the same temperature for 1 hour. Water was added to the reaction mixture, and extracted with diethyl ether. The organic layer was washed with aqueous saturated sodium chloride solution, then dried over anhydrous sodium sulfate, and the solvent was extracted out under reduced pressure. The resulting residue was purified through preparative thin-layer chromatography (chloroform/methanol=50/1) to obtain 1-{2-[5-(1,3-dioxolan-2-yl)furan-2-yl]-3,5-bis(methoxymethoxy)phenyl}-1-phenylmethanol (93.9 mg, 57%).

後処理

  1. extractionextracted with diethyl ether
  2. washThe organic layer was washed with aqueous saturated sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. extractionthe solvent was extracted out under reduced pressure
  5. customThe resulting residue was purified through preparative thin-layer chromatography (chloroform/methanol=50/1)

出典と根拠

ORDレコード
ord-3e6800d13ea44c318885fbc99d4c9651
出典データセット
uspto-grants-2009_05
特許番号
US07538241B2

関連ノート

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