Sulfuric Acid → 2,6-Dimethylhydroquinone

HRID 616071

Reaction equation

S(=O)(=O)(O)[OH:2].[CH3:6][C:7]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:9]([OH:10])[C:8]=1O>>[CH3:6][C:7]1[CH:8]=[C:9]([OH:10])[CH:11]=[C:12]([CH3:14])[C:13]=1[OH:2]

Participants

Reactant 2

HCID 1118Sulfuric Acid

HCID 177373,5-Dimethylbenzene-1,2-diol

Product 1

HCID 695602,6-Dimethylhydroquinone

Procedure

By following in the same manner as in Example 56 except that 0.11 g. of strong acidic sulfontype ion exchange resin Amberlyst 15 (manufactured by Rohm and Hass Co.) was used instead of sulfuric acid, 2.55 g. (18.5 m.moles) of 3,5-dimethylcatechol and 1.26 g. (9.1 m.moles) of 2,6-dimethylhydroquinone were obtained. The yield of dihydric alkylphenols was 65.6%.

Sources & evidence

ORD record: ord-6552ffe34cc045bab2d0743ec152c946
Source dataset: uspto-grants-1978_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04072722

Linked notes

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