2-Tert-Butylphenol → 1-Tert-butyl-2-ethoxybenzene

HRID 273939

Reaction equation

HRID 273939 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[C:12]1(C2NCCN=2)C=CC=C[CH:13]=1.C(=O)(OCC)OCC>CCCCCCCCCC>[CH2:12]([O:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:1]([CH3:4])([CH3:2])[CH3:3])[CH3:13]

Participants

5

Reactant 3

HCID 69232-Tert-ButylphenolHCID 7766Diethyl CarbonateHCID 136392-Phenylimidazoline

Product 1

HCID 200948801-Tert-butyl-2-ethoxybenzene

Reagents, catalysts & solvents 1

HCID 15600DecaneSolvent

Conditions

Temperature
140 °C

Procedure

5 mol of o-tert-butylphenol was charged into a reactor, along with 400 ml of decane and 5% of 4,5-dihydro-2-phenylimidazole, and the mixture was heated to 140° C. Then 5.5 mol of diethyl carbonate was added portionwise over a period of 4 hr. The resulting ethanol was continuously removed by distillation from the reaction mixture. After completion of the reaction, 4.6 mol of o-tert-butylphenyl ethyl ether was obtained from the mixture by distillation. The yield corresponded to 92% of theoretical, based on the starting amount of o-tert-butylphenol.

Workup

  1. customThe resulting ethanol was continuously removed by distillation from the reaction mixture
  2. customAfter completion of the reaction

Sources & evidence

ORD record
ord-2d7976211b694e39b334e36fddd589f8
Source dataset
uspto-grants-1995_02
Patent number
US05387718

Linked notes

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