Hydrogen Bromide → HCID 20530729, compound

HRID 66678Notes

Reaction equation

HRID 66678 reaction equation
[CH3:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11](C(OCC)=O)[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[BrH:21]>O>[BrH:21].[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[O:7])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 20530705Ethyl 4-(4-methylbenzoyl)-1-piperidinecarboxylate

Product 1

HCID 20530729HCID 20530729, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 103 parts of ethyl 4-(4-methylbenzoyl)-1-piperidinecarboxylate and 900 parts of a hydrobromic acid solution 48% in water is stirred and refluxed for 3 hours. The reaction mixture is stirred and allowed to cool in an ice-bath. The precipitated product is filtered off, washed with water and stirred in 2-propanone, yielding 91 parts (86%) of (4-methylphenyl)(4-piperidinyl)methanone hydrobromide; mp. +300° C.

Workup

  1. temperaturerefluxed for 3 hours
  2. stirringThe reaction mixture is stirred
  3. temperatureto cool in an ice-bath
  4. filtrationThe precipitated product is filtered off
  5. washwashed with water
  6. stirringstirred in 2-propanone

Sources & evidence

ORD record
ord-f3411cd9ac814286b9732376b2000827
Source dataset
uspto-grants-1982_08
Patent number
US04342870

Reaction notes

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