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

HRID 1382913
ノート
印刷プレビュー

反応式

HRID 1382913 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

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

生成物 1

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

実験手順

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.

後処理

  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
  • 出典と根拠

    ORDレコード
    ord-31990bd77f204f76912a9d8393bce6ab
    出典データセット
    uspto-grants-1989_02
    DOI
    10.6084/m9.figshare.5104873.v1
    特許番号
    US04808597

    反応ノート

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