Formic Acid → Hydroquinone

HRID 1288646Notes

Reaction equation

HRID 1288646 reaction equation
[CH3:1][C@H:2]([CH2:23][CH2:24][CH2:25][CH:26]([CH3:28])[CH3:27])[CH2:3][CH2:4][CH2:5][C@H:6]([CH2:8][CH2:9][CH2:10][C@@:11]1([CH3:22])[O:16][C:15]2[CH:17]=[CH:18][C:19]([OH:21])=[CH:20][C:14]=2[CH2:13][CH2:12]1)[CH3:7].C(O)=[O:30]>>[C:15]1([CH:17]=[CH:18][C:19]([OH:21])=[CH:20][CH:14]=1)[OH:16].[CH3:27][CH:26]([CH2:25][CH2:24][CH2:23][C@H:2]([CH2:3][CH2:4][CH2:5][C@H:6]([CH2:8][CH2:9][CH2:10]/[C:11](=[CH:12]/[CH2:13][OH:30])/[CH3:22])[CH3:7])[CH3:1])[CH3:28]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 58866062Tocol, (2R)-4×

Product 2

HCID 785HydroquinoneHCID 5280435Phytol

Procedure

Tocol (2-methyl-2-(4,8,12-trimethyltridecyl)-6-chromanol) and its derivatives are noted for antioxidant activity. Merck 9th Ed. at page 1221, which is hereby incorporated by reference. Tocol is a colorless viscous oil having a molecular weight of about 388.61 and a boiling point of about 165° C. to about 175° C. at 0.001 atm. Merck 9th Ed. at page 1221. The structural formula of tocol is given in formula (X) below: ##STR7## Tocol can be produced by condensation of hydroquinone and phytol in the presence of anhydrous formic acid. Merck 9th Ed. at page 1221.

Sources & evidence

ORD record
ord-b12c9a219af34464acfe90a7804b2d37
Source dataset
uspto-grants-1998_05
Patent number
US05747162

Reaction notes

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