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Acetyl chloride → N-Acetyl-4,4-dimethyl-1,2,3,4-tetrahydroquinoline

HRID 1382913
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HRID 1382913 반응식
[CH3:1][C:2]1([CH3:12])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][CH2:4][CH2:3]1.[C:13](Cl)(=[O:15])[CH3:14]>>[C:13]([N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([CH3:12])([CH3:1])[CH2:3][CH2:4]1)(=[O:15])[CH3:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 6367Acetyl chlorideHCID 132194414,4-Dimethyl-1,2,3,4-tetrahydroquinoline

생성물 1

HCID 14372186N-Acetyl-4,4-dimethyl-1,2,3,4-tetrahydroquinoline수율 99%

실험 절차

To a stirred solution of 15 g (0.93 mol) of 4,4-dimethyl-1,2,3,4-tetrahydroquinoline in 50 ml of pryidine, at 0° C., was added, dropwise, 14.5 g (0.185 mol) of acetyl chloride over a 30 minute period. Stirring was continued at 0° C. for 1 hour, and then the reaction mixture was poured onto 200 g of ice. The resulting mixture was extracted with ether. The combined organic extracts were washed successively with 1N hydrochloric acid and saturated sodium bicarbonate and then they were dried using magnesium sulfate. Evaporation of the ether solution in vacuo afforded 18.8 g (99% yield) of the title compound as a yellow oil.

후처리

  1. extractionThe resulting mixture was extracted with ether
  2. wash
The combined organic extracts were washed successively with 1N hydrochloric acid and saturated sodium bicarbonate
  • customthey were dried
  • customEvaporation of the ether solution in vacuo
  • 출처 및 근거

    ORD 기록
    ord-31990bd77f204f76912a9d8393bce6ab
    출처 데이터셋
    uspto-grants-1989_02
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US04808597

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