Thionyl Chloride → HCID 86753551, compound

HRID 342420Notes

Reaction equation

HRID 342420 reaction equation
[C:1]([C:4]1[C:9]2[O:10][C:11]([CH3:14])=[C:12]([CH3:13])[C:8]=2[CH:7]=[CH:6][CH:5]=1)(O)=[O:2].S(Cl)([Cl:17])=O>CN(C)C=O>[Cl:17][C:1]([C:4]1[C:9]2[O:10][C:11]([CH3:14])=[C:12]([CH3:13])[C:8]=2[CH:7]=[CH:6][CH:5]=1)=[O:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 15643782HCID 15643782, compound

Product 1

HCID 86753551HCID 86753551, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

A mixture of 7-carboxy-2,3-dimethylbenzo[b]furan (2 g) and N,N-dimethylformamide (1 drop) in thionyl chloride (10 ml) was refluxed for 2 hours. The reaction mixture was cooled and concentrated in vacuo. The crystalline residue was triturated with n-hexane to give 7-chlorocarbonyl-2,3-dimethylbenzo[b]furan (2.17 g).

Workup

  1. temperaturewas refluxed for 2 hours
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated in vacuo
  4. customThe crystalline residue was triturated with n-hexane

Sources & evidence

ORD record
ord-cdb43c63da8c46e49022b98961f77808
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

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