Hydrogen Bromide → Desacetyl-7-desmethyl Agomelatine Hydrobromide

반응식

Cl.C[O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[C:11]2[CH2:14][CH2:15][NH2:16])=[CH:6][CH:5]=1.[BrH:17]>>[BrH:17].[OH:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[C:11]2[CH2:14][CH2:15][NH2:16])=[CH:6][CH:5]=1

참가 물질

반응물 2

HCID 260Hydrogen Bromide

HCID 160500552-(7-Methoxynaphthalen-1-yl)ethan-1-amine hydrochloride

생성물 1

HCID 18007945Desacetyl-7-desmethyl Agomelatine Hydrobromide수율 80%

실험 절차

13.8 g (5.81×10-2 mol) of 2-(7-methoxy-1-naphthyl)ethylamine hydrochloride and 46 cm3 of 47% hydrobromic acid solution are introduced into a 250-cm3 round- bottom flask with a ground neck. The mixture is brought to reflux for 6.5 hours. After cooling, the reaction medium is filtered. The precipitate is washed with water and then with hexane. Recrystallization of the crude product is carried out in an ethyl acetate/hexane mixture to obtain 2-(7-hydroxy-1-naphthyl)ethylamine hydrobromide (yield 80%; melting point: 174°-175° C.).

후처리

temperatureto reflux for 6.5 hours
temperatureAfter cooling
filtrationthe reaction medium is filtered
washThe precipitate is washed with water
customRecrystallization of the crude product

출처 및 근거

ORD 기록: ord-fd5b207a0985418fae5caa7753715d24
출처 데이터셋: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05420158

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