Hydrochloric Acid → N-(5-fluoro-2-methylphenyl)-3-(hydroxymethyl)-1-piperazineacetamide
반응식
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:23])=[C:6]([NH:8][C:9](=[O:22])[CH2:10][N:11]2[CH2:16][CH2:15][N:14]3C(C)(C)[O:18][CH2:19][CH:13]3[CH2:12]2)[CH:7]=1.Cl.C(=O)([O-])[O-].[Na+].[Na+]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:23])=[C:6]([NH:8][C:9](=[O:22])[CH2:10][N:11]2[CH2:16][CH2:15][NH:14][CH:13]([CH2:19][OH:18])[CH2:12]2)[CH:7]=1참가 물질
실험 절차
A mixture of 8.5 parts of N-(5-fluoro-2-methylphenyl)tetrahydro-3,3-dimethyl-3H-oxazolo[3,4-a]pyrazine-7(8H)-acetamide and 105.6 parts of hydrochloric acid solution 0.5N was stirred and refluxed for 2 hours. The reaction mixture was cooled to room temperature. The whole was alkalized with sodium carbonate and salted out. The product was extracted with trichloromethane. The extract was washed with water, dried, filtered and evaporated. The residue was purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol, saturated with ammonia (85:15 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was triturated in 2,2'-oxybispropane. The product was filtered off and dried, yielding 4.4 parts (59.4%) of N-(5-fluoro-2-methylphenyl)-3-(hydroxymethyl)-1-piperazineacetamide; mp. 127.7° C. (intermediate 145).
후처리
- temperaturerefluxed for 2 hours
- extractionThe product was extracted with trichloromethane
- washThe extract was washed with water
- customdried
- filtrationfiltered
- customevaporated
- customThe residue was purified by column-chromatography over silica gel using
- additiona mixture of trichloromethane and methanol
- customThe pure fractions were collected
- customthe eluent was evaporated
- customThe residue was triturated in 2,2'-oxybispropane
- filtrationThe product was filtered off
- customdried
출처 및 근거
- ORD 기록
- ord-16b3cb96e1244c6b9f4458937914dcfc
- 출처 데이터셋
- uspto-grants-1988_08
- 특허 번호
- US04766125
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