Ethanol → HCID 22955954, compound

HRID 1525664Notes

Reaction equation

HRID 1525664 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:13](O)[CH3:14]>S(Cl)(Cl)=O>[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:8]([F:12])=[CH:7][C:3]=1[C:4]([O:6][CH2:13][CH3:14])=[O:5]

Participants

4

Reactant 2

HCID 702EthanolHCID 136574512,5-Difluoro-4-methylbenzoic acid

Product 1

HCID 22955954HCID 22955954, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideCatalyst

Conditions

Temperature
70 °C

Procedure

To a solution of 2,5-difluoro-4-methylbenzoic acid (595 mg, 3.89 mmol) in ethanol (30 mL) was added a catalytic amount of thionyl chloride (2 drops). The reaction was stirred for 18 hours at 70° C., and cooled to room temperature. The solvent was removed in vacuo to afford the title compound as a clear oil (500 mg, 86%). No further purification undertaken.

Workup

  1. temperaturecooled to room temperature
  2. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-94b1beebdbb44fc5bbb2dc843a5d5999
Source dataset
uspto-grants-2015_07
Patent number
US09085517B2

Reaction notes

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