Pyridine → HCID 57762922, compound

HRID 230596Notes

Reaction equation

HRID 230596 reaction equation
S(Cl)([Cl:3])=O.[F:5][C:6]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([F:14])[C:7]=1[C:15](O)([CH3:20])[C:16]([F:19])([F:18])[F:17].N1C=CC=CC=1>>[Cl:3][C:15]([C:7]1[C:6]([F:5])=[CH:11][C:10]([O:12][CH3:13])=[CH:9][C:8]=1[F:14])([CH3:20])[C:16]([F:19])([F:18])[F:17]

Participants

4

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 577629202-(2,6-Difluoro-4-methoxyphenyl)-1,1,1-trifluoropropan-2-ol

Product 1

HCID 57762922HCID 57762922, compoundYield 94%

Procedure

A thionyl chloride (25 ml) solution of 2-(2,6-difluoro-4-methoxyphenyl)-1,1,1-trifluoropropan-2-ol (8.7 g, 34.1 mmol) and pyridine (26 mg, 0.34 mmol) was stirred at 70° C. for 3 hours. Then, the reaction was concentrated in vacuo and diluted with water. The product was extracted with hexane and the organic layer was dried over sodium sulfate, filtered and concentrated to furnish 8.84 g (94% yield) of the title compound as a colorless oil.

Workup

  1. concentrationThen, the reaction was concentrated in vacuo
  2. additiondiluted with water
  3. extractionThe product was extracted with hexane
  4. dry with materialthe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-d7550283aa4a4b68aa671839bea8d64e
Source dataset
uspto-grants-2009_07
Patent number
US07566739B2

Reaction notes

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