Hydrochloric Acid → HCID 70606673, compound

HRID 1448494Notes

Reaction equation

HRID 1448494 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][CH:15]([C:18](O)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.[ClH:33]>C(O)(C)C>[ClH:33].[C:25]1([C:18]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[C:15]2[CH2:14][CH2:13][N:12]([CH2:11][CH2:10][CH:9]=[CH:8][C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH2:17][CH2:16]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19937439α-(4-Fluorophenyl)-4-(hydroxydiphenylmethyl)-1-piperidinebutanol

Product 1

HCID 70606673HCID 70606673, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 15 g (0.034 mole) of α-(p-fluorophenyl)-4-(α-hydroxy-α-phenylbenzyl)-1-piperidinebutanol, 400 ml of concentrated HCl and 1500 ml of isopropyl alcohol was heated on a steam bath for 16 hours. The isopropyl alcohol was then concentrated by heating, and the remaining solution was cooled to room temperature. A precipitate formed which was collected on a filter and recrystallized from isopropyl alcohol and ethyl acetate to give the desired product, M.P. 166°-168.5° C.

Workup

  1. temperaturewas heated on a steam bath for 16 hours
  2. concentrationThe isopropyl alcohol was then concentrated
  3. temperatureby heating
  4. customA precipitate formed which
  5. customwas collected on
  6. filtrationa filter
  7. customrecrystallized from isopropyl alcohol and ethyl acetate

Sources & evidence

ORD record
ord-4d523d09a7b74ee4ae3862c7dd5d443a
Source dataset
uspto-grants-1979_12
Patent number
US04180583

Reaction notes

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