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

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

반응물 4

HCID 8471Triethylamine

HCID 8857Ethyl Acetate

HCID 92911Decahydroquinoline

HCID 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.