Hydrogen Bromide → 3-Methylpiperidin-4-one hydrobromide

HRID 654128Notes

Reaction equation

HRID 654128 reaction equation
C([N:5]1[CH2:10][CH2:9][C:8](=[O:11])[C:7](C(OC)=O)([CH3:12])[CH2:6]1)(OC)=O.[BrH:17]>CO>[BrH:17].[CH3:12][CH:7]1[C:8](=[O:11])[CH2:9][CH2:10][NH:5][CH2:6]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 3015585Dimethyl 3-methyl-4-oxopiperidine-1,3-dicarboxylate

Product 1

HCID 200945873-Methylpiperidin-4-one hydrobromide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1,3-dicarbomethoxy-3-methyl-4-piperidone (51.45 g, 225 mmol) in hydrobromic acid (48%, 250 mL) is heated under reflux for 4 h and then cooled to room temperature. The resultant solution is concentrated in vacuo to give an orange colored solid. The solid is suspended in methanol (50 mL) and concentrated in vacuo again to give 3-methyl-4-piperidone hydrobromide salt: 42.9 g; 98%; mp 203°-205° C.

Workup

  1. temperatureunder reflux for 4 h
  2. concentrationThe resultant solution is concentrated in vacuo
  3. customto give an orange colored solid
  4. concentrationconcentrated in vacuo again

Sources & evidence

ORD record
ord-f93e8ecb4d8445cd8f7ec67a6d88decd
Source dataset
uspto-grants-1992_07
Patent number
US05130321

Reaction notes

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