Water → HCID 21447336, compound

HRID 597268Notes

Reaction equation

HRID 597268 reaction equation
[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([CH3:17])[C:14]([OH:16])=O)=[C:9]([OH:18])[CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]3[CH:13]([CH3:17])[C:14](=[O:16])[O:18][C:9]=3[CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 21447330HCID 21447330, compound

Product 1

HCID 21447336HCID 21447336, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5g of 2-(4-cyclohexyl-2-hydroxyphenyl)- propionic acid are heated at reflux in a water separator for 2 hours in the presence of 50 mg of p-toluenesulphonic acid in 200 cc of toluene. The solution is concentrated by evaporation and the residue is chromatographed on 500 g of silica gel. Elution with methylene chloride yields pure 6-cyclohexyl-2,3-dihydro-3-methylbenzofuran-2-one having an M.P. of 87-89° after crystallization from petroleum ether.

Workup

  1. concentrationThe solution is concentrated by evaporation
  2. customthe residue is chromatographed on 500 g of silica gel
  3. washElution with methylene chloride

Sources & evidence

ORD record
ord-82aae67aed044441a7f392ea5fbe4253
Source dataset
uspto-grants-1977_03
Patent number
US04013690

Reaction notes

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