Hydrogen Bromide → 4-[1-(Prop-2-en-1-yl)piperidin-3-yl]benzene-1,2-diol--hydrogen bromide (1/1)

HRID 616042Notes

Reaction equation

HRID 616042 reaction equation
[CH2:1]([N:4]1[CH2:9][CH2:8][CH2:7][CH:6]([C:10]2[CH:15]=[CH:14][C:13]([O:16]C)=[C:12]([O:18]C)[CH:11]=2)[CH2:5]1)[CH:2]=[CH2:3].[BrH:20]>>[BrH:20].[CH2:1]([N:4]1[CH2:9][CH2:8][CH2:7][CH:6]([C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[C:12]([OH:18])[CH:11]=2)[CH2:5]1)[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 203708483-(3,4-Dimethoxyphenyl)-1-(prop-2-en-1-yl)piperidine

Product 1

HCID 30463814-[1-(Prop-2-en-1-yl)piperidin-3-yl]benzene-1,2-diol--hydrogen bromide (1/1)

Procedure

A solution of 5.55 g of N-allyl-3-(3',4'-dimethoxyphenyl)-piperidine in 55 ml of 66% hydrobromic acid was refluxed for an hour and was evaporated to dryness. The residue was crystallized from isopropanol and then acetonitrile to obtain 3.27 g of N-allyl-3-(3',4'-dihydroxyphenyl)-piperidine hydrobromide melting at 235° C.

Workup

  1. customwas evaporated to dryness
  2. customThe residue was crystallized from isopropanol

Sources & evidence

ORD record
ord-b4a98ae2ab414694bf407412f16bec2a
Source dataset
uspto-grants-1978_02
Patent number
US04072685

Reaction notes

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