N-bromobutanimide → 2-Bromomethyl-terephthalic acid dimethyl ester

HRID 866550Notes

Reaction equation

HRID 866550 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[CH3:14].[Br:16]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[CH2:14][Br:16]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 842451,4-Benzenedicarboxylic acid, 2-methyl-, 1,4-dimethyl ester

Product 1

HCID 203106852-Bromomethyl-terephthalic acid dimethyl ester

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

88 G. of dimethyl-2-methylterephthalate in 1000 ml. of carbon tetrachloride containing 89 g. (1 eq.) of N-bromosuccinimide is refluxed for 3 hours using a heat lamp. The solution is cooled, filtered and evaporated to dryness to give dimethyl-2-bromomethylterephthalate.

Workup

  1. temperatureThe solution is cooled
  2. filtrationfiltered
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-a113db40ea474de086b86f8c78a05f74
Source dataset
uspto-grants-1978_07
Patent number
US04100174

Reaction notes

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