Hydrazine hydrate (1:1) → HCID 178505678, compound

HRID 867674Notes

Reaction equation

HRID 867674 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][CH:15]([C:18](=O)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3F)[CH2:14][CH2:13]2)=[CH:4][CH:3]=1.O.[NH2:35][NH2:36]>O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][CH:15]([C:18]3[C:19]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[NH:36][N:35]=3)[CH2:14][CH2:13]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 14032488HCID 14032488, compound

Product 1

HCID 178505678HCID 178505678, compoundYield 47.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 8.0 g of 1-[4,4-bis(4-fluorophenyl)-1-butyl]-4-(2-fluorobenzoyl)piperidine and 110 ml of hydrazine hydrate was heated at 150° in an autoclave for 20 hrs, with stirring. The resultant solid was diluted with water, and the mixture extracted with dichloromethane. The dichloromethane was evaporated in vacuo to yield a solid. The solid was recrystallized from toluene to give 3.8 g (47.4%) of product, mp 154°-156° C.

Workup

  1. extractionthe mixture extracted with dichloromethane
  2. customThe dichloromethane was evaporated in vacuo
  3. customto yield a solid
  4. customThe solid was recrystallized from toluene

Sources & evidence

ORD record
ord-8730978d2ff14fabb5cd4477f5f3bb2c
Source dataset
uspto-grants-1988_10
Patent number
US04775761

Reaction notes

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