Hydrochloric Acid → HCID 86093485, compound

HRID 554556Notes

Reaction equation

HRID 554556 reaction equation
Cl.C([O:4][CH:5](OCC)[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[C:13]([F:15])[F:14])=[CH:8][CH:7]=1)C>CCOCC>[F:14][C:13]([F:15])=[CH:12][C:9]1[CH:10]=[CH:11][C:6]([CH:5]=[O:4])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67461059HCID 67461059, compound

Product 1

HCID 86093485HCID 86093485, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In a nitrogen stream, a 2M hydrochloric acid aqueous solution (2.5 mL) was added to a solution of 1-diethoxymethyl-4-(2,2-difluorovinyl)benzene (998.1 mg, 4.12 mmol) in ether (4 mL) cooled in an ice bath and the reaction mixture was stirred at the same temperature for three minutes and at room temperature for 3.75 hours. The reaction mixture was extracted with ether and the organic layer was washed with a saturated sodium hydrogen carbonate aqueous solution and a saturated sodium chloride aqueous solution, and dried over sodium sulfate. The solvent was distilled under reduced pressure to obtain a crude compound.

Workup

  1. temperaturecooled in an ice bath
  2. extractionThe reaction mixture was extracted with ether
  3. washthe organic layer was washed with a saturated sodium hydrogen carbonate aqueous solution
  4. dry with materiala saturated sodium chloride aqueous solution, and dried over sodium sulfate
  5. distillationThe solvent was distilled under reduced pressure

Sources & evidence

ORD record
ord-3057c729edf641b28932b8db251aa13b
Source dataset
uspto-grants-2011_11
Patent number
US08048897B2

Reaction notes

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