Methyl Ethyl Ketone → 4'-Methanesulfonyl-3,4-dibutyloxy-biphenyl

HRID 1370763Notes

Reaction equation

HRID 1370763 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([OH:18])[CH:12]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].C(=O)([O-])[O-].[K+].[K+].[I-].[CH3:26][CH2:27][CH2:28][CH3:29].[CH3:30][C:31]([CH2:33][CH3:34])=O>>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:26][CH2:27][CH2:28][CH3:29])=[C:13]([O:18][CH2:30][CH2:31][CH2:33][CH3:34])[CH:12]=2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

5

Reactant 4

HCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 18513227HCID 18513227, compoundHCID 22226302Butane iodide

Product 1

HCID 101341514'-Methanesulfonyl-3,4-dibutyloxy-biphenylYield 90%

Conditions

Temperature
40 °C

Procedure

4′-methanesulfonyl-biphenyl-3,4-diol (30 mg) and potassium carbonate (38 mg) were dissolved in methylethylketone. Afterward, butane iodide (0.038 ml) was added and heated for 24 hours at 40° C. After filtering just potassium carbonate, the residue was separated through a silica gel attributed chromatography (an eluting agent: ethylacetate/n-hexane=1/1, v/v). As a result, the present compound (35 mg, productive yield 90%) was obtained.

Workup

  1. filtrationAfter filtering just potassium carbonate
  2. customthe residue was separated through a silica gel
  3. customAs a result, the present compound (35 mg, productive yield 90%) was obtained

Sources & evidence

ORD record
ord-f481bf62c7f842178b8b7145a3ad230c
Source dataset
uspto-grants-2003_06
Patent number
US06583321B1

Reaction notes

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