Thionyl Chloride → HCID 15315733, compound

HRID 1398255Notes

Reaction equation

HRID 1398255 reaction equation
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([O:8][CH:9]([CH3:13])[C:10](O)=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].S(Cl)([Cl:18])=O>CN(C)C=O>[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([O:8][CH:9]([CH3:13])[C:10]([Cl:18])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 38051392-(4-Nitrophenoxy)propanoic acid

Product 1

HCID 15315733HCID 15315733, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 2-(4-nitrophenoxy)-propionic acid (40 g), thionyl chloride (80 ml) and dimethyl formamide (0.5 ml) was refluxed for 5 hours. Excess thionyl chloride was distilled off under reduced pressure. Dry toluene (20 ml) was added to the reaction mixture and solvent was removed under reduced pressure to obtain 2-(4-nitrophenoxy)-propionyl chloride (40 g) as light brown liquid.

Workup

  1. temperaturewas refluxed for 5 hours
  2. distillationExcess thionyl chloride was distilled off under reduced pressure
  3. additionDry toluene (20 ml) was added to the reaction mixture and solvent
  4. customwas removed under reduced pressure

Sources & evidence

ORD record
ord-65aecbd0704f47479c504d167dc4f1d6
Source dataset
uspto-grants-2014_12
Patent number
US08901347B1

Reaction notes

Loading…