Water → 5-Methyl-4,5-dihydro-thieno[2,3-c]-pyridine

반응식

C[CH:2](NC=O)[CH2:3][C:4]1[S:5][CH:6]=[CH:7][CH:8]=1.P(Cl)(Cl)(Cl)=O.O.[OH-].[Na+].[C:20](#[N:22])[CH3:21]>>[CH3:2][CH:3]1[N:22]=[CH:20][C:21]2[S:5][CH:6]=[CH:7][C:8]=2[CH2:4]1

참가 물질

반응물 5

HCID 962Water

HCID 6342Acetonitrile2회

HCID 14798Sodium Hydroxide

HCID 24813Phosphorus oxychloride

HCID 64990444N-(1-Methyl-2-thiophen-2-yl-ethyl)-formamide

생성물 1

HCID 574239795-Methyl-4,5-dihydro-thieno[2,3-c]-pyridine

실험 절차

A solution of 6.6 g (33.1 mmol) N-(1-methyl-2-thiphen-2-yl-ethyl)-formamide in 200 ml acetonitrile is cooled in the ice bath and slowly combined with a solution of 6.1 ml (66.3 mmol) phosphorus oxychloride in 50 ml acetonitrile. The mixture is first of all stirred for a further three hours in the ice bath and then for 16 hours at RT. Then it is poured onto 200 ml of water, made alkaline with 9 g of solid sodium hydroxide and extracted three times with ethyl acetate. The combined organic phases are combined with activated charcoal and sodium sulphate, filtered and evaporated down i. vac.