Methanol → HCID 56971745, compound

HRID 1931559Notes

Reaction equation

HRID 1931559 reaction equation
[OH-:1].[K+].F[C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH3:13])(=[O:12])=[O:11])=[CH:6][C:5]=1[F:14].[CH3:15]O>>[F:14][C:5]1[CH:6]=[C:7]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:8]=[CH:9][C:4]=1[O:1][CH3:15]

Participants

4

Reactant 3

HCID 887Methanol2×HCID 14797Potassium HydroxideHCID 27827431,2-Difluoro-4-(methylsulfonyl)benzene

Product 1

HCID 56971745HCID 56971745, compoundYield 85%

Procedure

A solution of potassium hydroxide (85%; 824 mg, 12.5 mmol) in methanol (5 mL) was added to a refluxing solution of 1,2-difluoro-4-methanesulfonyl-benzene (2.00 g, 10.4 mmol) in methanol (10 mL) over 20 min. The resulting mixture was heated at reflux for 1 h and then cooled to room temperature. The solvent was evaporated, water was added, and the resulting precipitate was filtered off, washed with water, and dried in vacuo to give 2-fluoro-4-methanesulfonyl-1-methoxy-benzene (1.8 g, 85%) as a white solid which was used directly in the next step without purification.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 1 h
  3. customThe solvent was evaporated
  4. additionwater was added
  5. filtrationthe resulting precipitate was filtered off
  6. washwashed with water
  7. customdried in vacuo

Sources & evidence

ORD record
ord-764c56683081441fb988a6a9b57185f2
Source dataset
uspto-grants-2012_05
Patent number
US08188098B2

Reaction notes

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