Methanol → 3-Tert-butylbenzyl methyl ether

HRID 470659

Reaction equation

HRID 470659 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([CH3:11])[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].S(=O)(=O)(O)O.[CH3:17][OH:18]>>[CH3:17][O:18][CH2:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:6]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 337113-tert-Butyltoluene

Product 1

HCID 207828963-Tert-butylbenzyl methyl ether

Procedure

For the electrochemical methoxylation of 3-tert-butyltoluene of the formula (II), an electrolyte consisting of 105 g of the compound of the formula (II), 1.9 g of sulfuric acid (96-98%) as conductive salt and 593.1 g of methanol was electrolyzed at 45° C. and at a current density of 34 mA/cm2 in an undivided capillary gap cell having 10 round graphite electrodes (A=32 cm2) until an amount of charge of 15 F/mol of the compound of the formula (II) was reached. Work-up by distillation gave 33.3 g of the compound of the formula (I) and 7.5 g of 3-tert-butylbenzyl methyl ether, corresponding to a total yield of acetal and ether of 30%.

Workup

  1. distillationWork-up by distillation

Sources & evidence

ORD record
ord-c9956966072f448883b80808f1fd105d
Source dataset
uspto-grants-2014_01
Patent number
US08629304B2

Linked notes

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