Thionyl Chloride → HCID 70199996, compound

HRID 342436Notes

Reaction equation

HRID 342436 reaction equation
O[CH2:2][C:3]1[C:4]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[C:5]=2[O:6][C:7]=1[CH3:8].S(Cl)([Cl:18])=O>>[Cl:18][CH2:2][C:3]1[C:4]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[C:5]=2[O:6][C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 701970223-Hydroxymethyl-2-methyl-7-nitrobenzo[b]furan

Product 1

HCID 70199996HCID 70199996, compound

Procedure

3-Hydroxymethyl-2-methyl-7-nitrobenzo[b]furan (1.0 g) was added to thionyl chloride (1.8 ml) with ice cooling. The mixture was stirred at ambient temperature for 30 minutes and concentrated in vacuo. To the residue was added toluene and the mixture was concentrated again. The residue was crystallized from a mixture of diethyl ether and n-hexane to give 3-chloromethyl-2-methyl-7-nitrobenzo[b]furan (1.01 g).

Workup

  1. concentrationconcentrated in vacuo
  2. additionTo the residue was added toluene
  3. concentrationthe mixture was concentrated again
  4. customThe residue was crystallized from a mixture of diethyl ether and n-hexane

Sources & evidence

ORD record
ord-83a5ff9e795742fe9aec4bea95f347a4
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

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