O-Xylene → Methanol-xylene

HRID 1077279Notes

Reaction equation

HRID 1077279 reaction equation
[CH3:1]OC1C=C(O)C(Cl)=CC=1C(OC)=O.[C:15]1([CH3:22])[C:16]([CH3:21])=[CH:17][CH:18]=[CH:19][CH:20]=1.C(N1CCCC1CN)C>CO>[C:15]1([CH3:1])([CH3:22])[CH:20]=[CH:19][CH:18]=[C:17]2[CH2:21][CH:16]12

Participants

5

Reactant 3

HCID 7237O-XyleneHCID 1172952-Aminomethyl-1-ethylpyrrolidineHCID 21536136Benzoic acid, 5-chloro-4-hydroxy-2-methoxy-, methyl ester

Product 1

HCID 86733476Methanol-xylene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 500 ml flask with a 40 cm Vigreux column, there are put 32 g (0.15 mole) of methyl 2-methoxy-4-hydroxy-5-chlorobenzoate, 120 ml of xylene and 23 g of levo 1-ethyl-2-aminomethylpyrrolidine. It is heated gently. A solution is obtained. The methyl alcohol formed in the form of a methanol-xylene azeotrope is distilled at 60°-62° C in about an hour. At the end of the reaction, 10 ml of xylene is distilled at 135° C. In the distillate, 5 ml of alcohol are recuperated for 6 ml theoretical.

Workup

  1. customIn a 500 ml flask with a 40 cm Vigreux column, there are put
  2. temperatureIt is heated gently
  3. customA solution is obtained

Sources & evidence

ORD record
ord-51cd918ba4ed4d238c6ed1f8c7debea8
Source dataset
uspto-grants-1976_05
Patent number
US03959477

Reaction notes

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