Dichloromethane → HCID 23062407, compound

HRID 2109382Notes

Reaction equation

HRID 2109382 reaction equation
[Br:1]Br.ClCCl.[C:6]1([C:12]2[CH:16]=[CH:15][O:14][C:13]=2[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(Cl)(Cl)Cl>[Br:1][C:15]1[O:14][C:13]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[C:12]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:16]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24408BromineHCID 23255515Ethyl 3-phenylfuran-2-carboxylate

Product 1

HCID 23062407HCID 23062407, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
25 °C

Procedure

Bromine (1.29 ml) was added to a dichloromethane (40 ml) solution of ethyl 3-phenyl-2-furancarboxylate (3.60 g) at 0° C. and stirred overnight at 25° C. The reaction solution was diluted with chloroform and washed with saturated aqueous sodium hydrogencarbonate solution, 20% aqueous sodium thiosulphate solution, and saturated brine. The organic layer was dried over MgSO4, and the solvent was evaporated under reduced pressure, thereby giving 3.50 g of ethyl 5-bromo-3-phenyl-2-furancarboxylate.

Workup

  1. washwashed with saturated aqueous sodium hydrogencarbonate solution, 20% aqueous sodium thiosulphate solution, and saturated brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2ec1f44650704d81a99c7e0e5f2cd919
Source dataset
uspto-grants-2009_04
Patent number
US07514452B2

Reaction notes

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