2-Bromo-1-(4-hydroxyphenyl)ethanone → 4'-Hydroxyacetophenone

HRID 54695

Reaction equation

HRID 54695 reaction equation
NC1N(CCN2CCOCC2)C2C=CC=CC=2N=1.[OH:19][C:20]1[CH:29]=[CH:28][C:23]([C:24](=[O:27])[CH2:25]Br)=[CH:22][CH:21]=1>C(Cl)(Cl)Cl.C(OCC)(=O)C>[OH:19][C:20]1[CH:29]=[CH:28][C:23]([C:24](=[O:27])[CH3:25])=[CH:22][CH:21]=1

Participants

5

Reactant 2

HCID 49642-Bromo-1-(4-hydroxyphenyl)ethanoneHCID 5680111-(2-Morpholin-4-ylethyl)-2-aminobenzimidazole

Product 1

HCID 74694'-Hydroxyacetophenone

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-amino-1-(2-morpholinoethyl) benzimidazole (10 mmol, 2.46 g) and 4-hydroxyphenacyl bromide (10 mmol, 2.15 g) (obtained by bromination of para-hydroxyacetophenone with cupric bromide in a mixture of chloroform and ethyl acetate) is heated at reflux for 1 hour in 10 ml of dimethylformamide. After cooling, the mixture is poured into 50 ml of water and rendered alkaline with ammonium hydroxide. The resulting oil is removed and treated with water. The crystallised residue is filtered, dried, and recrystallised from ethanol.

Sources & evidence

ORD record
ord-256fd092d78a4b3982d8846e0ae85ff0
Source dataset
uspto-grants-1997_04
Patent number
US05623073

Linked notes

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