Guaiacol → 4-Methoxyphenol

HRID 597348Notes

Reaction equation

B(O)(O)[OH:2].[CH3:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1O>>[CH3:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([OH:2])=[CH:9][CH:8]=1

Participants

Reactant 2

HCID 460Guaiacol

HCID 7628Boric Acid2×

Product 1

HCID 90154-Methoxyphenol

Procedure

The reaction was carried out in the same manner as in Example 4 except that orthoboric acid was replaced by 1.2 g. of anhydrous boric acid and 2.60 g. (21.0 m.moles) of o-methoxyphenol and 1.74 g. (14.0 m.moles) of p-methoxyphenol were obtained. The yield of these hydroxyphenyl ethers was 49.4 %.

Sources & evidence

ORD record: ord-2a4463808cd243a1b5768dcfe12fb7d8
Source dataset: uspto-grants-1977_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04013727

Reaction notes

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