Hydroquinone → HCID 20040651, compound

HRID 1388206Notes

Reaction equation

HRID 1388206 reaction equation
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].[CH3:9][O:10][C:11]([CH2:13][CH2:14][CH:15]=[C:16]([CH3:24])[CH2:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])=[O:12].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH3:24][C:16]([C:7]1[CH:8]=[C:1]([OH:2])[CH:3]=[CH:4][C:5]=1[OH:6])([CH2:15][CH2:14][CH2:13][C:11]([O:10][CH3:9])=[O:12])[CH2:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21]

Participants

4

Reactant 3

HCID 785HydroquinoneHCID 6101p-Toluenesulfonic acidHCID 53934260HCID 53934260, compound

Product 1

HCID 20040651HCID 20040651, compound

Procedure

5.5 Parts of hydroquinone, 22,8 parts of 1,7-dimethoxycarbonyl-4-methylhept-3-ene and 1.0 parts of p-toluene sulphonic acid, are heated on a steam-bath for 3 days. After dilution with ether the reaction mixture is washed with sodium bicarbonate solution, water, evaporated and distilled to give dimethyl 5-methyl-5-(2,5-dihydroxyphenyl)-azelate, [formula (135)], b0.1 260°-269° C. with the following percentage composition by weight.

Workup

  1. washAfter dilution with ether the reaction mixture is washed with sodium bicarbonate solution, water
  2. customevaporated
  3. distillationdistilled

Sources & evidence

ORD record
ord-03cc2c37b35e4a83b93c6d55683e485f
Source dataset
uspto-grants-1984_02
Patent number
US04430425

Reaction notes

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