Water → 4-(Benzyloxy)benzoic acid

HRID 1576929

Reaction equation

HRID 1576929 reaction equation
[CH3:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.S(=O)(=O)(O)[OH:17].CCOCC.[OH2:26]>[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+]>[C:1]([C:2]1[CH:15]=[CH:14][C:5]([O:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1)([OH:17])=[O:26]

Participants

6

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 70036Benzyl p-tolyl ether

Product 1

HCID 738804-(Benzyloxy)benzoic acid

Reagents, catalysts & solvents 1

HCID 25408Sodium DichromateSolvent

Procedure

A mixture of 4-methylphenoxy phenyl methane (2g) was suspended in aqueous sodium dichromate solution (20ml. 50%) and concentrated sulphuric acid (10ml) added dropwise with stirring. The mixture was stirred at room temperature overnight then warmed on a water bath for 1hr. The mixture was cooled, diluted with water and the 4-carboxyphenoxy phenyl methane (m.p. 188°) isolated with ether.

Workup

  1. stirringThe mixture was stirred at room temperature overnight
  2. temperaturethen warmed on a water bath for 1hr
  3. temperatureThe mixture was cooled

Sources & evidence

ORD record
ord-5a0876f291b946d594ae1bf223fd95ba
Source dataset
uspto-grants-1976_09
Patent number
US03983164

Linked notes

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