Hydrogen Bromide → HCID 66905881, compound

HRID 46307Notes

Reaction equation

HRID 46307 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:14]C)=[C:6]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:7]=1.[BrH:16]>>[BrH:16].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:14])=[C:6]([CH:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]2)[CH:7]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 49760816HCID 49760816, compound

Product 1

HCID 66905881HCID 66905881, compoundYield 97%

Procedure

To 4-(5-chloro-2-methoxyphenyl)piperidine (Preparation 233, 40 g, 0.177 mol) was added hydrogen bromide (48% in water, 100 ml) and refluxed for 24 hours before concentrating in vacuo. 1,4-Dioxane was added and solution concentrated in vacuo. The resulting crystals were washed with diethyl ether and dried in vacuo to give the title compound as white crystals, 53 g, 97% yield.

Workup

  1. temperaturerefluxed for 24 hours
  2. concentrationbefore concentrating in vacuo
  3. addition1,4-Dioxane was added
  4. concentrationsolution concentrated in vacuo
  5. washThe resulting crystals were washed with diethyl ether
  6. customdried in vacuo

Sources & evidence

ORD record
ord-6085fcc669884762a0d74360e47caf97
Source dataset
uspto-grants-2013_09
Patent number
US08541588B2

Reaction notes

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