7'-Cyano-2'-methoxy-1'-acetonaphthone → 2-Cyano-8-isopropenyl-7-methoxynaphthalene

HRID 1954215노트

반응식

HRID 1954215 반응식
[CH3:1]C(C)([O-])C.[K+].[I-].C[PH+](C)C.[C:12]([C:14]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][C:20]([O:27][CH3:28])=[C:21]2[C:24](=O)[CH3:25])=[CH:16][CH:15]=1)#[N:13]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[C:12]([C:14]1[CH:15]=[CH:16][C:17]2[C:22](=[C:21]([C:24]([CH3:1])=[CH2:25])[C:20]([O:27][CH3:28])=[CH:19][CH:18]=2)[CH:23]=1)#[N:13]

참가 물질

6

반응물 3

HCID 187098377'-Cyano-2'-methoxy-1'-acetonaphthoneHCID 22171223Trimethylphosphanium iodideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 226276222-Cyano-8-isopropenyl-7-methoxynaphthalene수율 93.7%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

Under nitrogen atmosphere, 0.62 g of potassium t-butoxide was suspended in 10 ml of toluene, and 2.26 g of trimethylphosphonium iodide was added to the resulting suspension at room temperature. The resulting mixture was stirred under heating at 100° C. for one hour to give a yellow suspension. Then, 0.84 g of 7'-cyano-2'-methoxy-1'-acetonaphthone was added to the yellow suspension, and the resulting mixture was further stirred at 10° C. for 30 minutes, cooled to room temperature by allowing to stand, diluted with ethyl acetate, and filtered through Celite. The filtrate was washed with brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated, and the resulting crude product was purified by silica gel column chromatography to give 0.78 g of the title compound as an oil.

후처리

  1. customto give a yellow suspension
  2. stirringthe resulting mixture was further stirred at 10° C. for 30 minutes
  3. temperaturecooled to room temperature
  4. filtrationfiltered through Celite
  5. washThe filtrate was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationThe filtrate was concentrated
  9. customthe resulting crude product was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-f979f93997ba4a4d9b661e6606856423
출처 데이터셋
uspto-grants-2000_09
특허 번호
US06121309

반응 노트

불러오는 중…