Thionyl Chloride → HCID 17851141, compound

HRID 1167979Notes

Reaction equation

HRID 1167979 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][C:7]2[O:11][C:10]([C:12](O)=[O:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.S(Cl)([Cl:19])=O>CN(C=O)C>[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][C:7]2[O:11][C:10]([C:12]([Cl:19])=[O:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 21972640HCID 21972640, compound

Product 1

HCID 17851141HCID 17851141, compoundYield 100.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 5-(4-fluorobenzyl)-2-furan carboxylic acid (450 mg, 2 mmol) were added thionylchloride (1 ml, 13.7 mmol) and DMF (0.025 ml). The mixture was stirred for 30 minutes at room temperature. The excess amount of thionylchloride was evaporated. The precipitated residue was washed with n-hexane to give crude 5-(4-fluorobenzyl)-2-furan carboxylic acid chloride (480 mg).

Workup

  1. customThe excess amount of thionylchloride was evaporated
  2. washThe precipitated residue was washed with n-hexane

Sources & evidence

ORD record
ord-28efbc614a534a16ad6df19d42959680
Source dataset
uspto-grants-2003_09
Patent number
US06620841B1

Reaction notes

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