Potassium Carbonate → 3-Butoxy-4-isopropoxy-4'-methanesulfonyl-biphenyl

HRID 1370766Notes

Reaction equation

[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[CH:7][C:6]=1[OH:21])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[I-].[CH3:29][CH2:30][CH2:31][CH3:32]>CC(CC)=O.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:29]([O:21][C:6]1[CH:7]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:18])=[O:19])=[CH:13][CH:12]=2)[CH:9]=[CH:10][C:5]=1[O:4][CH:1]([CH3:3])[CH3:2])[CH2:30][CH2:31][CH3:32]

Participants

Conditions

Temperature: 40 °C

Procedure

4-isopropoxy-4′-methanesulfonyl-biphenyl-3-ol (30 mg) and potassium carbonate (20 mg) were dissolved in methylethylketone. Afterward, butane iodide (27 mg) and tetrabutylammoniumiodide (2-3 mg) was added one after another 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 (30 mg, productive yield 88%) was obtained.

Workup

filtrationAfter filtering just potassium carbonate
customthe residue was separated through a silica gel
customAs a result, the present compound (30 mg, productive yield 88%) was obtained

Sources & evidence

ORD record: ord-cd60cb26378c4828af9bbbe964adc363
Source dataset: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06583321B1

Reaction notes

Loading…