Hydrogen Bromide → HCID 66905881, compound

HRID 1692270Notes

Reaction equation

HRID 1692270 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 497608164-(5-Chloro-2-methoxyphenyl)piperidine

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-b4f93543244c471db587c40fa3a9141d
Source dataset
uspto-grants-2012_04
Patent number
US08153814B2

Reaction notes

Loading…