Methanol → Methyl 3-bromothiophene-2-carboxylate

HRID 1470829Notes

Reaction equation

HRID 1470829 reaction equation
[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([OH:9])=[O:8].[CH3:10]O>>[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9][CH3:10])=[O:8]

Participants

3

Reactant 2

HCID 887MethanolHCID 27396883-Bromothiophene-2-carboxylic acid2×

Product 1

HCID 2740074Methyl 3-bromothiophene-2-carboxylate

Procedure

The 3-bromothiophene-2-carboxylic acid was first protected at the carboxylic group. 3-bromothiophene-2-carboxylic acid was dissolved in methanol containing catalytic DCC. Mixture was reacted by refluxing overnight. After solvent was evaporated, the residues were applied on silica gel. Methyl 3-bromothiophene-2-carboxylate was obtained as a colorless liquid.

Workup

  1. customMixture was reacted
  2. temperatureby refluxing overnight
  3. customAfter solvent was evaporated

Sources & evidence

ORD record
ord-c4438f6b51134748bcb0f9b1a9d09385
Source dataset
uspto-grants-2015_04
Patent number
US09006568B2

Reaction notes

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