Carbon Dioxide → 3-tert-butyl-2-hydroxy-5-methylbenzoic acid

HRID 1577042Notes

Reaction equation

HRID 1577042 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=1[OH:12])([CH3:4])([CH3:3])[CH3:2].[Na].[C:14](=[O:16])=[O:15]>C1(C)C(C)=CC=CC=1>[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:14]([OH:16])=[O:15])[C:6]=1[OH:12])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 170042-tert-Butyl-4-methylphenolHCID 5360545Sodium

Product 1

HCID 37361393-tert-butyl-2-hydroxy-5-methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Procedure

One hundred and sixty four grams of 2-tertiarybutyl-4-methylphenol is dissolved in 500 ml. of xylene. 23 g. of dried metal sodium is added therein and dissolved. The resulting product is a suspension of white powder in xylene. The product is placed in a porcelain ball mill having a capacity of 1000 ml., and milled for about 3 hours. The product is placed in an autoclave having a capacity of 1000 ml. and carbon dioxide gas pressure of 20kg/cm2 is blown therein at about 150°C. to effect a reaction for about 5 hours. By same treatments thereof as in Examples 2 and 4, 3-tertiary butyl-5-methylsalicylic acid is produced.

Workup

  1. dissolutiondissolved
  2. custom, and milled for about 3 hours
  3. customat about 150°C.
  4. customa reaction for about 5 hours

Sources & evidence

ORD record
ord-0d0a236b061a49e9a322575a8c2983a6
Source dataset
uspto-grants-1976_09
Patent number
US03983292

Reaction notes

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