Tetrahydrofuran → N-Ethyl-4-(4-ethyl-2-hydroxy-phenoxy)-3-fluoro benzene sulfonamide

HRID 1023995Notes

Reaction equation

HRID 1023995 reaction equation
C([O:8][C:9]1[CH:28]=[C:27]([CH2:29][CH3:30])[CH:26]=[CH:25][C:10]=1[O:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH:21][CH2:22][CH3:23])(=[O:20])=[O:19])=[CH:14][C:13]=1[F:24])C1C=CC=CC=1.O1CCCC1>C(O)C>[CH2:22]([NH:21][S:18]([C:15]1[CH:16]=[CH:17][C:12]([O:11][C:10]2[CH:25]=[CH:26][C:27]([CH2:29][CH3:30])=[CH:28][C:9]=2[OH:8])=[C:13]([F:24])[CH:14]=1)(=[O:19])=[O:20])[CH3:23]

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 59191261HCID 59191261, compound

Product 1

HCID 59191345N-Ethyl-4-(4-ethyl-2-hydroxy-phenoxy)-3-fluoro benzene sulfonamideYield 44%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

According to the procedure of example 20(b) except substituting 4-ethyl-2-methoxy-1-[4-nitro-2-(trifluoromethyl)phenoxy]benzene for 4-(2-Benzyloxy-4-ethyl-phenoxy)-N-ethyl-3-fluoro-benzene sulfonamide (402 mg; 0.94 mmol) and tetrahydrofurane for ethanol (4 mL), the title compound (140 mg; 44%) was obtained as a clear oil, after purification on preparative TLC (dichloromethane).

Sources & evidence

ORD record
ord-11f7a99396604e6a809e95f95cac1b59
Source dataset
uspto-grants-2014_05
Patent number
US08722746B2

Reaction notes

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