Triethylamine → 4-Bromo-1-(octahydroquinolin-1-yl)butan-1-one

HRID 39217

반응식

HRID 39217 반응식
CCN(CC)CC.[Br:8][CH2:9][CH2:10]CCC(Cl)=O.[NH:16]1[CH:25]2[CH:20]([CH2:21][CH2:22][CH2:23][CH2:24]2)[CH2:19][CH2:18][CH2:17]1.CCO[C:29]([CH3:31])=[O:30]>>[Br:8][CH2:9][CH2:10][CH2:31][C:29]([N:16]1[CH:25]2[CH:20]([CH2:21][CH2:22][CH2:23][CH2:24]2)[CH2:19][CH2:18][CH2:17]1)=[O:30]

참가 물질

5

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 92911DecahydroquinolineHCID 5211735-Bromovaleryl chloride

생성물 1

HCID 667946444-Bromo-1-(octahydroquinolin-1-yl)butan-1-one

실험 절차

1.37 mL (9.9 mmol) of Et3N and 0.5 mL (4.5 mmol) of 5-bromovaleric acid chloride are added to a solution of 1 mL (4.0 mmol) of the decahydroquinoline in AcOEt. The resulting solution is kept under stirring for 18 h at rt. The solution is then washed with water, and the water re-extracted twice with AcOEt. The pooled organic phases are sequentially washed with 5% solution of NaHCO3, 1N HCl and saturated ammonium chloride solution. Finally the organic phase is dried over anhydrous Na2SO4, it is filtered and the solvent is evaporated under reduced pressure. 1.2 g of a yellow oil, which was used without subsequent purification, are obtained.

후처리

  1. washThe solution is then washed with water
  2. extractionthe water re-extracted twice with AcOEt
  3. washThe pooled organic phases are sequentially washed with 5% solution of NaHCO3, 1N HCl and saturated ammonium chloride solution
  4. dry with materialFinally the organic phase is dried over anhydrous Na2SO4, it
  5. filtrationis filtered
  6. customthe solvent is evaporated under reduced pressure
  7. custom1.2 g of a yellow oil, which was used without subsequent purification
  8. customare obtained

출처 및 근거

ORD 기록
ord-4385fe3b05a5409db891b352d1f7b58c
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524894B2

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