Thionyl Chloride → HCID 23454861, compound

HRID 1680871Notes

Reaction equation

HRID 1680871 reaction equation
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[CH:5][C:4]=1[CH:13](O)[C:14]([CH3:19])([N+:16]([O-:18])=[O:17])[CH3:15].S(Cl)([Cl:23])=O>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[CH:5][C:4]=1[CH:13]([Cl:23])[C:14]([CH3:19])([N+:16]([O-:18])=[O:17])[CH3:15]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 23454838HCID 23454838, compound

Product 1

HCID 23454861HCID 23454861, compoundYield 74.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 14.3 g of 1-(2,3,4-trimethoxyphenyl)-2-methyl-2-nitropropanol, 11.9 g of thionyl chloride and 150 ml of anhydrous benzene is refluxed for 3.5 hours. After the reaction, the reaction mixture is evaporated to remove solvent. The residue (yellow oil) is purified by silica gel chromatography (Solvent: n-hexane-ethyl acetate (10:1). 11.4 g of 1-(2,3,4-trimethoxyphenyl)-1-chloro-2-methyl-2-nitropropane are thereby obtained as a yellow oil.

Workup

  1. temperatureis refluxed for 3.5 hours
  2. customAfter the reaction
  3. customthe reaction mixture is evaporated
  4. customto remove solvent
  5. customThe residue (yellow oil) is purified by silica gel chromatography (Solvent

Sources & evidence

ORD record
ord-2184a44bdcbb4a4baeb9ae7ae6f0c3a1
Source dataset
uspto-grants-1981_06
Patent number
US04276304

Reaction notes

Loading…