Hydroquinone → 4-Hydroxyphenyl 4-allyloxybenzoate

HRID 248779Notes

Reaction equation

HRID 248779 reaction equation
[CH2:1]([O:4][C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][CH:6]=1)[CH:2]=[CH2:3].[C:14]1([CH:21]=[CH:20][C:18]([OH:19])=[CH:17][CH:16]=1)[OH:15]>O1CCCC1>[OH:15][C:14]1[CH:21]=[CH:20][C:18]([O:19][C:9](=[O:10])[C:8]2[CH:7]=[CH:6][C:5]([O:4][CH2:1][CH:2]=[CH2:3])=[CH:13][CH:12]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 785HydroquinoneHCID 117901374-Allyloxybenzoyl chloride

Product 1

HCID 153464294-Hydroxyphenyl 4-allyloxybenzoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution containing 78.8 g of 4-(prop-2-en-1-oxy)benzoyl chloride (obtainable according to DE-A 2,944,591) and 220.0 g of hydroquinone in 400 ml of dry tetrahydrofuran was boiled for 4 hours under reflux. After being concentrated the product was recrystallized from toluene and ethanol (1:1 parts by volume). Melting point: 146° C.

Workup

  1. temperatureunder reflux
  2. concentrationAfter being concentrated the product
  3. customwas recrystallized from toluene and ethanol (1:1 parts by volume)

Sources & evidence

ORD record
ord-2832f3787bca4e6398005a325dc6f85b
Source dataset
uspto-grants-1993_05
Patent number
US05211877

Reaction notes

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