O-Cresol → 3-Methylcatechol

HRID 1833495Notes

Reaction equation

HRID 1833495 reaction equation
[C:1]1([CH3:8])[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9]([O:12]O)(=[O:11])[CH3:10]>>[CH3:8][C:1]1[C:6]([OH:7])=[C:5]([OH:11])[CH:4]=[CH:3][CH:2]=1.[CH3:2][C:1]1[CH:10]=[C:9]([OH:12])[CH:4]=[CH:5][C:6]=1[OH:7]

Participants

4

Reactant 2

HCID 335O-Cresol2×HCID 6585Peracetic Acid

Product 2

HCID 3403-MethylcatecholHCID 7253Methylhydroquinone

Procedure

The procedure of Example 7 was repeated, except that 0.5 mol of ortho-cresol was used in place of para-cresol and the peracetic acid was used at a proportion of 0.05 mol and the reaction temperature was held at 50° C. Analysis of the reaction mixture by gas chromatograph showed the conversion of ortho-cresol to be 4.00 percent and the yields of 3-methyl-1,2-dihydroxybenzene and 2-methyl-1,4-dihydroxybenzene to be 35.6 mol percent and 33.9 mol percent respectively based on the consumed peracetic acid.

Workup

  1. customwas held at 50° C

Sources & evidence

ORD record
ord-3f11d2cd1dbf4338b62279673001be36
Source dataset
uspto-grants-1978_01
Patent number
US04066707

Reaction notes

Loading…