Water → HCID 23147093, 화합물

HRID 495299

반응식

HRID 495299 반응식
[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

참가 물질

6

반응물 4

HCID 962WaterHCID 21895417Cyclohexane diethyletherHCID 23147566HCID 23147566, 화합물HCID 178506676HCID 178506676, 화합물

생성물 1

HCID 23147093HCID 23147093, 화합물수율 57%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
-78 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-3e6800d13ea44c318885fbc99d4c9651
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07538241B2

연결된 노트

불러오는 중…