Ethanol → HCID 18978029, compound

HRID 2393004Notes

Reaction equation

HRID 2393004 reaction equation
[CH:1]1([S:7][C:8]2[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12]C=2C#N)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-:20].[Na+].[CH2:22]([OH:24])[CH3:23]>O>[CH:1]1([S:7][C:8]2[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[CH:12][C:23]=2[C:22]([OH:20])=[O:24])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 18977928HCID 18977928, compound

Product 1

HCID 18978029HCID 18978029, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Cyclohexylsulphenyl-4-trifluoromethylbenzonitrile (10.55 g) was added to a mixture of sodium hydroxide (52.75 g) in aqueous ethanol and the resultant mixture was stirred and heated at reflux for 23 hours. It was cooled, diluted with water and filtered. The filtrate was acidified and extracted with dichloromethane, washed with water, dried (MgSO4) and filtered to give 2-cyclohexylsulphenyl-4-trifluoromethylbenzoic acid (10.7 g) as an off-white solid m.p. 115.4°-116.4° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 23 hours
  3. temperatureIt was cooled
  4. filtrationfiltered
  5. extractionextracted with dichloromethane
  6. washwashed with water
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered

Sources & evidence

ORD record
ord-6aad947a26af44dbb463bd1235bdfd3e
Source dataset
uspto-grants-1998_09
Patent number
US05804532

Reaction notes

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