Oxalyl chloride → 5-Bromofuran-2-carbonyl chloride

HRID 2362242Notes

Reaction equation

HRID 2362242 reaction equation
[Br:1][C:2]1[O:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.C(Cl)(=O)C([Cl:13])=O>C(Cl)Cl>[Br:1][C:2]1[O:6][C:5]([C:7]([Cl:13])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 685115-Bromo-2-furanecarboxylic acid

Product 1

HCID 27570115-Bromofuran-2-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At 0° C., to a stirred solution of 5-bromofuran-2-carboxylic acid (3.00 g, 15.7 mmol) in DCM (30 mL) was added dropwise oxalyl dichloride (4.50 mL, 47.1 mmol). Then the resulted mixture was stirred at room temperature for 2 h. TLC and LC-MS showed no starting material. The volatile was removed under reduced pressure and the residual yellow solid was used without further purification (3.20 g, quant.)

Workup

  1. customThe volatile was removed under reduced pressure
  2. customthe residual yellow solid was used without further purification (3.20 g, quant.)

Sources & evidence

ORD record
ord-8acbe09d43be4ec58be4896c4d571f93
Source dataset
uspto-grants-2014_04
Patent number
US08691816B2

Reaction notes

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