P-Cresol → HCID 18961263, compound

HRID 1708255Notes

Reaction equation

HRID 1708255 reaction equation
[CH:1]1[C:6](O)=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.[C:9]([CH2:12][O:13][C:14]1[CH:24]=[CH:23][C:17]([CH:18](O)[C:19]([OH:21])=[O:20])=[CH:16][CH:15]=1)([OH:11])=[O:10]>O>[C:9]([CH2:12][O:13][C:14]1[CH:24]=[CH:23][C:17]([CH:18]2[C:1]3[CH:2]=[C:3]([CH3:8])[CH:4]=[CH:5][C:6]=3[O:21][C:19]2=[O:20])=[CH:16][CH:15]=1)([OH:11])=[O:10]

Participants

4

Reactant 2

HCID 2879P-CresolHCID 10998701100304-15-2

Product 1

HCID 18961263HCID 18961263, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 41.6 g (0.39 mol) of p-cresol and 29.0 g (0.13 mol) of 4-carboxymethoxymandelic acid is maintained at 185° C. under a nitrogen atmosphere for 90 minutes, during which the water formed is distilled off. Excess p-cresol is then distilled off under reduced pressure. Crystallisation of the residue from 75 ml of xylene gives 31.4 g (81%) of 3-(4-carboxymethoxyphenyl)-5-methylbenzofuran-2-one, melting point 198°-203° C. (compound (101), Table 1).

Workup

  1. customformed
  2. distillationis distilled off
  3. distillationExcess p-cresol is then distilled off under reduced pressure
  4. customCrystallisation of the residue from 75 ml of xylene

Sources & evidence

ORD record
ord-61ea76651a7440b99b307e12d4e509ff
Source dataset
uspto-grants-1994_10
Patent number
US05356966

Reaction notes

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