Pyridine → BROMO-ACETIC ACID 2-FORMYL-PHENYL ESTER

HRID 558031Notes

Reaction equation

HRID 558031 reaction equation
[CH:1](=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].N1C=CC=CC=1.[Br:16][CH2:17][C:18](Br)=[O:19]>ClCCl>[CH:1]([C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[O:4][C:18](=[O:19])[CH2:17][Br:16])=[O:9]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6998SalicylaldehydeHCID 61147Bromoacetyl bromide

Product 1

HCID 11470550BROMO-ACETIC ACID 2-FORMYL-PHENYL ESTERYield 60.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Salicylaldehyde (50 grams) and pyridine (48.5 grams) in dichloromethane (500 ml) maintained at 0-5° C. under nitrogen atmosphere was added dropwise bromoacetyl bromide (210.6 grams). The reaction mixture was stirred for one hour at the same temperature. The reaction mixture was washed with 1000 ml of water and 1500 ml of 5% sodium bicarbonate solution, dried over sodium sulphate followed by distillation of solvent under reduced pressure to get 60.0 grams of bromo-acetic acid 2-formyl-phenyl ester.

Workup

  1. washThe reaction mixture was washed with 1000 ml of water and 1500 ml of 5% sodium bicarbonate solution
  2. dry with materialdried over sodium sulphate
  3. distillationfollowed by distillation of solvent under reduced pressure

Sources & evidence

ORD record
ord-784a51c58e76457eb6f4b0dd73268bf6
Source dataset
uspto-grants-2011_11
Patent number
US08062653B2

Reaction notes

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