Tetrahydrofuran → HCID 511923, compound

HRID 1758000Notes

Reaction equation

HRID 1758000 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.C1COCC1.CC([O-])(C)C.[K+].CS([C:31]1[CH:36]=[CH:35][C:34]([S:37]([CH3:40])(=[O:39])=[O:38])=[CH:33][N:32]=1)(=O)=O>O>[CH3:40][S:37]([C:34]1[CH:35]=[CH:36][C:31]([O:1][C:2]2[CH:3]=[CH:4][C:5]([C:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[O:15])=[CH:6][CH:7]=2)=[N:32][CH:33]=1)(=[O:39])=[O:38]

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 143474-HydroxybenzophenoneHCID 131026752,5-Bis(methylsulfonyl)pyridineHCID 23665647Potassium tert-butoxide

Product 1

HCID 511923HCID 511923, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 5.5 g of p-hydroxybenzophenone in a 25 ml THF/25 ml DMSO mixture was added 3.6 g of t-BuOK and then 6.51 g of 2,5-bis(methylsulfonyl)pyridine, and the resulting mixture was heated at 62° C. for 11/2 hrs. The reaction mixture was cooled and added to approximately 3 to 4 volumes of water and stirred. The crude product which formed was filtered and dried. Recrystallization from ethanol gave purified (4-((5-(methylsulfonyl)-2-pyridinyl)oxy)phenyl)phenylmethanone, m.p. 130°-131.5° C.

Workup

  1. temperatureThe reaction mixture was cooled

Sources & evidence

ORD record
ord-22c1b43d22364365a043f0f9a0c50b74
Source dataset
uspto-grants-1983_02
Patent number
US04371537

Reaction notes

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