Benzene → 2,2-Dibutyl-4-hydroxy-1-indanone

HRID 346224노트

반응식

HRID 346224 반응식
[Si]([O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[CH2:11][CH2:12][C:13]2=[O:18])(C(C)(C)C)(C)C.I[CH2:20][CH2:21][CH2:22][CH3:23].CC(C)([O-])C.[K+].O.[CH:31]1[CH:36]=CC=[CH:33][CH:32]=1>>[CH2:20]([C:12]1([CH2:36][CH2:31][CH2:32][CH3:33])[CH2:11][C:10]2[C:14](=[CH:15][CH:16]=[CH:17][C:9]=2[OH:8])[C:13]1=[O:18])[CH2:21][CH2:22][CH3:23]

참가 물질

6

반응물 5

HCID 241BenzeneHCID 962WaterHCID 10962Butyl iodideHCID 158291994-{[tert-Butyl(dimethyl)silyl]oxy}-2,3-dihydro-1H-inden-1-oneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 106590162,2-Dibutyl-4-hydroxy-1-indanone

실험 절차

A mixture of 4-(tert-butyldimethylsilyl)oxy-1-indanone (524 mg), 1-iodobutane (0.91 ml), and potassium tert-butoxide (896 mg) in dry benzene (15 ml) was refluxed for 2 hours under nitrogen. The reaction mixture was allowed to cool and poured into water. The separated oil was extracted with ethyl acetate. The organic layer was washed with brine, and concentrated in vacuo. The residue was subjected to column-chromatography on silica gel (elution by 10% n-hexane in dichloromethane and then dichloromethane) to yield 2,2-dibutyl-4-hydroxy-1-indanone (150 mg) as crystals.

후처리

  1. temperaturewas refluxed for 2 hours under nitrogen
  2. temperatureto cool
  3. extractionThe separated oil was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. concentrationconcentrated in vacuo
  6. washelution by 10% n-hexane in dichloromethane

출처 및 근거

ORD 기록
ord-b34b65a860e247639f4feac56a380174
출처 데이터셋
uspto-grants-1991_10
특허 번호
US05061718

반응 노트

불러오는 중…