Hydrochloric Acid → (4-Fluoro-2-hydroxyphenyl)(piperidin-4-yl)methanone hydrochloride

HRID 66682Notes

Reaction equation

HRID 66682 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][C:12]=2[OH:18])[CH2:6][CH2:5]1)(=O)C.[ClH:20]>>[ClH:20].[F:17][C:14]1[CH:15]=[CH:16][C:11]([C:10]([CH:7]2[CH2:6][CH2:5][NH:4][CH2:9][CH2:8]2)=[O:19])=[C:12]([OH:18])[CH:13]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 205307101-Acetyl-4-(4-fluoro-2-hydroxybenzoyl)piperidine

Product 1

HCID 20530711(4-Fluoro-2-hydroxyphenyl)(piperidin-4-yl)methanone hydrochlorideYield 87%

Procedure

A mixture of 40 parts of 1-acetyl-4-(4-fluoro-2-hydroxybenzoyl)piperidine and 150 parts of a hydrochloric acid solution 6N is stirred and refluxed for 3 hours. The reaction mixture is cooled. The precipitated product is filtered off, washed with 2-propanone and dried, yielding 29 parts (87%) of (4-fluoro-2-hydroxyphenyl)(4-piperidinyl)methanone hydrochloride; mp. +300° C.

Workup

  1. temperaturerefluxed for 3 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationThe precipitated product is filtered off
  4. washwashed with 2-propanone
  5. customdried

Sources & evidence

ORD record
ord-7bbf77e6c4c54b06bcea8d2fe84000dc
Source dataset
uspto-grants-1982_08
Patent number
US04342870

Reaction notes

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