HCID 23157290, compound → HCID 23157426, compound

HRID 507957Notes

Reaction equation

HRID 507957 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:18]([O:19][CH:20]([CH3:22])[CH3:21])=[CH:17][CH:16]=[C:15]([CH2:23][OH:24])[CH:14]=2)=[CH:9][CH:8]=1)[CH3:2]>O1CCCC1.[O-2].[O-2].[Mn+4]>[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[C:18]([O:19][CH:20]([CH3:21])[CH3:22])=[CH:17][CH:16]=[C:15]([CH:23]=[O:24])[CH:14]=2)=[CH:11][CH:12]=1)[CH3:2]

Participants

4

Reactant 1

HCID 23157290HCID 23157290, compound

Product 1

HCID 23157426HCID 23157426, compoundYield 81.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of [4′-(2-ethoxyethoxy)-6-isopropoxybiphenyl-3-yl]methanol (0.90 g, 2.72 mmol) and manganese dioxide (2.7 g, 31.1 mmol) in tetrahydrofuran (40 mL) was stirred at room temperature for 2 hr. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:19-3:7) to give the title compound (725 mg) as colorless needle crystals. yield 81%.

Workup

  1. filtrationThe insoluble material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-25390e1a43514c29b6d975ab8ea40ac1
Source dataset
uspto-grants-2010_08
Patent number
US07786165B2

Reaction notes

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