Water → 2,6-Difluoro-4-formylbenzonitrile
Reaction equation
[F:1][C:2]1[CH:9]=[C:8]([CH:10](S(C)=O)SC)[CH:7]=[C:6]([F:16])[C:3]=1[C:4]#[N:5].S(=O)(=O)(O)[OH:18].O>C1COCC1>[F:1][C:2]1[CH:9]=[C:8]([CH:10]=[O:18])[CH:7]=[C:6]([F:16])[C:3]=1[C:4]#[N:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2,6-Difluoro-4[(methylsulfinyl)(methylthio)methyl]benzonitrile (2.17 g, 8.32 mmol; see step (i) above) was dissolved in 90 mL of THF and 3.5 mL of concentrated sulfuric acid was added. The mixture was left at room temperature for 3 days and subsequently poured into 450 mL of water. Extraction three times with EtOAc followed and the combined ethereal phase was washed twice with aqueous sodium bicarbonate and with brine, dried (Na2SO4) and evaporated.
Workup
- extractionExtraction three times with EtOAc
- washthe combined ethereal phase was washed twice with aqueous sodium bicarbonate and with brine
- dry with materialdried (Na2SO4)
- customevaporated
Sources & evidence
- ORD record
- ord-bb035ad1785a4d0bbc57a768d2cc98f3
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07781424B2
Reaction notes
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