1-Acetyl-4-(2,5-difluorobenzoyl)-4-hydroxypiperidine → 4-(2,5-Difluorobenzoyl)-4-hydroxypiperidine

HRID 3969Notes

Reaction equation

HRID 3969 reaction equation
C([N:4]1[CH2:9][CH2:8][C:7]([C:11](=[O:20])[C:12]2[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:13]=2[F:19])([OH:10])[CH2:6][CH2:5]1)(=O)C>Cl>[F:19][C:13]1[CH:14]=[CH:15][C:16]([F:18])=[CH:17][C:12]=1[C:11]([C:7]1([OH:10])[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]1)=[O:20]

Participants

3

Reactant 1

HCID 138001341-Acetyl-4-(2,5-difluorobenzoyl)-4-hydroxypiperidine

Product 1

HCID 138001354-(2,5-Difluorobenzoyl)-4-hydroxypiperidineYield 91.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of 5.66 g of 1-acetyl-4-(2,5-difluorobenzoyl)-4-hydroxypiperidine in 10 ml of 6N hydrochloric acid was stirred at reflux, under nitrogen for 3.5 hrs. The reaction mixture was allowed to cool to 0° C. whereupon a solid separated. The solid was collected, washed with ice-cold acetone and dried to give 4.4 g (80%) of product, mp 191°-193° C.

Workup

  1. temperatureat reflux, under nitrogen for 3.5 hrs
  2. customseparated
  3. customThe solid was collected
  4. washwashed with ice-cold acetone
  5. customdried

Sources & evidence

ORD record
ord-3edec0cce6494ba6b7e98cbbbf5acffc
Source dataset
uspto-grants-1988_02
Patent number
US04723009

Reaction notes

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