Reaction #433625

ord-7be47cdebb954ac89c9a89d0d5fa5a2e

Reaction equation

CCCCCC
hexane
CCOC(C)=O
EA
CCCCCc1cc(O)ccc1O
21
CCCCCc1cc(O)ccc1O
n-Pentylhydroquinone
CCCCCC1=CC(=O)C=CC1=O
22
Yield 59.0%
CCCCCC1=CC(=O)C=CC1=O
n-Pentylbenzoquinone
Yield 59.0%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe solvent was removed

Procedure

To the solution of 360 mg (2 mmol) of 21 in methanol, 650 mg (2 eq) of FeCl3 was added. The reaction mixture was stirred for 1 hr, and the solvent was removed. Silicagel chromatography (hexane:EA=20:1) gave 210 mg (59% yield) 22 as a brown solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07172905B2uspto-grants-2007_02