Hydrochloric Acid → HCID 67871879, compound
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[CH2:18][CH:19]2[CH2:24][CH2:23][N:22]([CH2:25][C:26]([O:28]CC)=[O:27])[CH2:21][CH2:20]2)=[CH:4][CH:3]=1.[ClH:31]>>[ClH:31].[ClH:31].[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[N:11]=[C:10]2[CH2:18][CH:19]2[CH2:24][CH2:23][N:22]([CH2:25][C:26]([OH:28])=[O:27])[CH2:21][CH2:20]2)=[CH:4][CH:3]=1Participants
Procedure
A mixture of 6 parts of ethyl 4-[[1-[(4-fluorophenyl)methyl]1H-benzimidazol-2-yl]methyl]-1-piperidineacetate and 120 parts of a hydrochloric acid solution 6N was stirred and refluxed overnight. The reaction mixture was cooled and filtered. The filtrate was evaporated and the semi-solid residue was taken up in about 120 parts of 2-propanol. The solution was filtered and about 70 parts of 2,2'-oxybispropane were added to the filtrate. After stirring for 2 hours at room temperature, the precipitated product was filtered off, dried overnight in vacuo at 80° C. and pulverized in a mortar, yielding 3 parts (52%) of 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]methyl]-1-piperidineacetic acid dihydrochloride. monohydrate; mp. 207.4° C. (457).
Workup
- temperaturerefluxed overnight
- temperatureThe reaction mixture was cooled
- filtrationfiltered
- customThe filtrate was evaporated
- filtrationThe solution was filtered and about 70 parts of 2,2'-oxybispropane
- additionwere added to the filtrate
- stirringAfter stirring for 2 hours at room temperature
- filtrationthe precipitated product was filtered off
- customdried overnight in vacuo at 80° C.
Sources & evidence
- ORD record
- ord-0c8f1176d67548ff961d427a8e45726e
- Source dataset
- uspto-grants-1987_09
- Patent number
- US04695575
Reaction notes
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