Hydrogen Bromide → 3-Methylpiperidin-4-one hydrobromide

HRID 249426Notes

Reaction equation

HRID 249426 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-b7eb54ab6e2c4a5eb4df150132db8cb4
Source dataset
uspto-grants-1993_05
Patent number
US05214148

Reaction notes

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