Bromine → HCID 13913247, compound

HRID 247739Notes

Reaction equation

HRID 247739 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:5]=[C:6]([C:11](=[O:14])[CH2:12][CH3:13])[CH:7]=[CH:8][C:9]=1[OH:10].[Br:15]Br>O>[NH2:2][CH2:3][C:4]1[CH:5]=[C:6]([C:11](=[O:14])[CH2:12][CH3:13])[CH:7]=[C:8]([Br:15])[C:9]=1[OH:10]

Participants

4

Reactant 2

HCID 24408BromineHCID 20160082HCID 20160082, compound

Product 1

HCID 13913247HCID 13913247, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 22 g of 3'-aminomethyl-4'-hydroxypropiophenone hydrochloride in 300 ml of ice-cold water is added dropwise 17 g of bromine with stirring under ice cooling for about 10 minutes. After addition, the reaction mixture is stirred under ice cooling for 3 minutes and then at room temperature for 5 minutes. To the resulting mixture is added 200 ml of water and insoluble substances are filtered off. The filtrate is neutralized with powdery sodium hydrogencarbonate and the liquid layer is adjusted pH to about 7 to precipitate fine powder. The powder is collected by filtration and dried to give 25 g of 3'-aminomethyl-5'-bromo -4'-hydroxypropiophenone, melting at 186°-187° C. with decomposition.

Workup

  1. additionAfter addition
  2. stirringthe reaction mixture is stirred under ice cooling for 3 minutes
  3. waitat room temperature for 5 minutes
  4. filtrationare filtered off
  5. customto precipitate fine powder
  6. filtrationThe powder is collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-1c7cc3080f5341c2a915df6db39264ec
Source dataset
uspto-grants-1987_11
Patent number
US04709095

Reaction notes

Loading…