Thionyl Chloride → HCID 20343321, compound

HRID 2050082Notes

Reaction equation

HRID 2050082 reaction equation
[CH3:1][CH:2]([CH3:20])[CH:3]([C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]([F:19])([F:18])[CH:15]([F:17])[F:16])=[CH:9][CH:8]=1)[C:4](O)=[O:5].S(Cl)([Cl:23])=O>C1C=CC=CC=1>[CH3:1][CH:2]([CH3:20])[CH:3]([C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]([F:19])([F:18])[CH:15]([F:17])[F:16])=[CH:9][CH:8]=1)[C:4]([Cl:23])=[O:5]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20343286HCID 20343286, compound

Product 1

HCID 20343321HCID 20343321, compoundYield 106%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A stirred mixture of 20.00 g (0.0680 mol) of 3-methyl-2-[p-(1,1,2,2-tetrafluoroethoxy)phenyl]butyric acid, 20.00 ml (33.2 g, 0.280 mol) of thionyl chloride (Baker), and 75 ml of dried benzene is refluxed for 4 hours. The reaction mixture is then evaporated and the resulting residue is diluted with 50 ml of benzene and again evaporated to give 22.46 g (106%) of a clear dark brown liquid. This product is used as is in the subsequent reactions. The liquid is examined by infrared analysis and determined to be the above-named product.

Workup

  1. temperatureis refluxed for 4 hours
  2. customThe reaction mixture is then evaporated
  3. additionthe resulting residue is diluted with 50 ml of benzene
  4. customagain evaporated

Sources & evidence

ORD record
ord-3f0c6b69a90e411892bae46400be25b6
Source dataset
uspto-grants-1980_04
Patent number
US04199595

Reaction notes

Loading…