Hydrogen Bromide → HCID 70873471, compound

HRID 2172196Notes

Reaction equation

HRID 2172196 reaction equation
Br.C[O:3][C:4]1[CH:24]=[CH:23][C:7]([CH2:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([O:21]C)=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)=[CH:6][CH:5]=1.[OH-].[Na+].C(=O)([O-])O.[Na+]>O>[OH:3][C:4]1[CH:24]=[CH:23][C:7]([CH2:8][CH:9]2[CH2:10][CH2:11][N:12]([C:15]3[CH:16]=[CH:17][C:18]([OH:21])=[CH:19][CH:20]=3)[CH2:13][CH2:14]2)=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 70873427HCID 70873427, compound

Product 1

HCID 70873471HCID 70873471, compoundYield 108.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

48% hydrobromic acid (300 ml) was added to 4-(4-methoxybenzyl)-1-(4-methoxyphenyl)piperidine (10.58 g) and heated at 100° C. for 21 hours. After being cooled to room temperature, the reaction mixture was diluted with water and neutralized by adding a sodium hydroxide aqueous solution and a sodium hydrogen carbonate aqueous solution. The insoluble matter formed was collected by filtration and dried to afford the title compound as a grayish brown powder (10.46 g).

Workup

  1. temperatureAfter being cooled to room temperature
  2. customThe insoluble matter formed
  3. filtrationwas collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-2f2137d3209b4bf5a5fb8ad22ccdc6a4
Source dataset
uspto-grants-2015_06
Patent number
US09051333B2

Reaction notes

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