Diethyl Ether → 1-Phenylcyclopentane-1-carbaldehyde

HRID 975264

반응식

HRID 975264 반응식
[C:1]1([C:7]2([C:12]#N)[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].C([Al+]CC(C)C)C(C)C.C([O:26]CC)C>CCCCCCC>[C:1]1([C:7]2([CH:12]=[O:26])[CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 661681-PhenylcyclopentanecarbonitrileHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 110951241-Phenylcyclopentane-1-carbaldehyde

시약·촉매·용매 1

HCID 8900Heptane용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of 1-phenyl-1-cyclopentanecarbonitrile (7.0 g, 41 mmol) in n-heptane (100 ml) cooled to -30° C. was dropwise added a 1M solution of diisobutylaluminium hydride in n-heptane (82 ml, 82 mmol). The mixture was stirred at -30° C. for 1 h and at 0° C. for 1 h. The mixture was diluted with diethylether (100 ml) and silica gel (60 g) was carefully added keeping the temperature below -30° C. The mixture was then allowed to warm to room temperature and then stirred for 20 h. After filtration the filtrate was washed with water (2×100 ml) and dried (MgSO4). The solvent was evaporated in vacuo to give 3.45 g of the crude 1-phenyl-1-cyclopentanecarboxaldehyde.

후처리

  1. additionwas carefully added
  2. customthe temperature below -30° C
  3. temperatureto warm to room temperature
  4. stirringstirred for 20 h
  5. filtrationAfter filtration the filtrate
  6. washwas washed with water (2×100 ml)
  7. dry with materialdried (MgSO4)
  8. customThe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-020f092eac624a48ae5efe3b67596a66
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05608069

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