Thionyl Chloride → 4-(Chloromethyl)-2-methoxy-1-nitrobenzene

HRID 511227Notes

Reaction equation

HRID 511227 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:12]O)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10].S(Cl)([Cl:16])=O>>[Cl:16][CH2:12][C:5]1[CH:6]=[CH:7][C:8]([N+:9]([O-:11])=[O:10])=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 6029613-Methoxy-4-nitrobenzyl alcohol

Product 1

HCID 220516194-(Chloromethyl)-2-methoxy-1-nitrobenzeneYield 100%

Procedure

A mixture of (3-methoxy-4-nitrophenyl)methanol (0.5 g, 2.73 mmol) and thionyl chloride (0.3 mL, 4.09 mmol) was heated at reflux for 12 h. then the mixture concentrated in vacuo to afford 0.55 g of 4-(chloromethyl)-2-methoxy-1-nitrobenzene, (yield: 100% yield) which was used in further chemistries without purification.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 12 h.
  3. concentrationthe mixture concentrated in vacuo

Sources & evidence

ORD record
ord-e29d0876049a4b29afeaa81bd9644615
Source dataset
uspto-grants-2015_08
Patent number
US09096624B2

Reaction notes

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