p-Toluenesulfonic acid → HCID 15525522, compound

HRID 1599165Notes

Reaction equation

HRID 1599165 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([OH:11])=[O:10].[C:12]1([CH3:22])[CH:17]=[CH:16][C:15](S(O)(=O)=O)=[CH:14][CH:13]=1>C(O)C1C=CC=CC=1>[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([O:11][CH2:22][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 11970(2-Hydroxyphenyl)acetic acid

Product 1

HCID 15525522HCID 15525522, compoundYield 4,264.7%

Reagents, catalysts & solvents 1

HCID 244Benzyl AlcoholSolvent

Procedure

A suspension of 22.6 g of 2-hydroxyphenylacetic acid, 0.5 g of paratoluenesulphonic acid in 15.5 cm3 of benzyl alcohol is heated at reflux for three hours. 2 g of 3S active carbon are added, the suspension is filtered over Supercel, and the filtrate is evaporated to dryness under reduced pressure (2.7 kPa). 30 g of benzyl [(2-hydroxy)phenyl]acetate are obtained in the form of crystals. M.p.K =104° C.

Workup

  1. temperatureis heated
  2. temperatureat reflux for three hours
  3. filtrationthe suspension is filtered over Supercel
  4. customthe filtrate is evaporated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-3dbd89ac72a94dfc90f70f116fb03c62
Source dataset
uspto-grants-1998_04
Patent number
US05739351

Reaction notes

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