Methanol → HCID 44203141, compound

HRID 1746105Notes

Reaction equation

HRID 1746105 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[C:3]=1[C:4](Cl)=[O:5].[CH3:15][OH:16]>>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[C:3]=1[C:4]([O:16][CH3:15])=[O:5]

Participants

3

Reactant 2

HCID 887MethanolHCID 1454582-Fluoro-6-(trifluoromethyl)benzoyl chloride

Product 1

HCID 44203141HCID 44203141, compound

Procedure

2-Fluoro-6-(trifluoromethyl)benzoyl chloride (Sigma-Aldrich; 950 mg, 4.19 mmol) was added drop-wise to dry methanol (5 mL) under nitrogen. After 18 hours LCMS indicated that no starting material remained. The reaction solution was partitioned between DCM (˜50 mL) and saturated aqueous sodium bicarbonate. The aqueous layer was extracted with further DCM and the combined DCM extracts were dried (sodium sulfate) and evaporated to give the title product as a colourless liquid (786 mg). This material was used in the next step without further purification. LCMS (System 3): tRET=1.05 min.

Workup

  1. customThe reaction solution was partitioned between DCM (˜50 mL) and saturated aqueous sodium bicarbonate
  2. extractionThe aqueous layer was extracted with further DCM
  3. dry with materialthe combined DCM extracts were dried (sodium sulfate)
  4. customevaporated

Sources & evidence

ORD record
ord-0c3af7094a0f4eec9b71bf3edc33ff96
Source dataset
uspto-grants-2015_10
Patent number
US09149462B2

Reaction notes

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