Hydrogen Bromide → 4-(1-Methylpiperidin-3-yl)benzene-1,2-diol--hydrogen bromide (1/1)

HRID 616027Notes

Reaction equation

HRID 616027 reaction equation
Cl.[CH3:2][N:3]1[CH2:8][CH2:7][CH2:6][CH:5]([C:9]2[CH:14]=[CH:13][C:12]([O:15]C)=[C:11]([O:17]C)[CH:10]=2)[CH2:4]1.[BrH:19]>>[BrH:19].[CH3:2][N:3]1[CH2:8][CH2:7][CH2:6][CH:5]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[C:11]([OH:17])[CH:10]=2)[CH2:4]1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 203708493-(3,4-Dimethoxyphenyl)-1-methylpiperidine--hydrogen chloride (1/1)

Product 1

HCID 30463704-(1-Methylpiperidin-3-yl)benzene-1,2-diol--hydrogen bromide (1/1)

Procedure

A mixture of 8 g of the product of Step D in 40 ml of 66% hydrobromic acid was refluxed for an hour and then distilled to dryness under reduced pressure. The residue was dissolved in hot ethanol and the solution was cooled and vacuum filtered to obtain 2.49 g of N-methyl-3-(3',4'-dihydroxyphenyl)-piperidine hydrobromide as crystals melting at 190° C.

Workup

  1. temperaturewas refluxed for an hour
  2. distillationdistilled to dryness under reduced pressure
  3. dissolutionThe residue was dissolved in hot ethanol
  4. temperaturethe solution was cooled
  5. filtrationvacuum filtered

Sources & evidence

ORD record
ord-e632f6c0e96542b191cc20acfbc3317c
Source dataset
uspto-grants-1978_02
Patent number
US04072685

Reaction notes

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