Sodium hydride → 3,5-Bis-(2-nitro-4-trifluoromethanesulfonyl-phenoxy)-benzoic acid methyl ester

HRID 1358745Notes

Reaction equation

HRID 1358745 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([OH:12])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[H-].[Na+].[N+:15]([C:18]1[CH:23]=[C:22]([S:24]([C:27]([F:30])([F:29])[F:28])(=[O:26])=[O:25])[CH:21]=[CH:20][C:19]=1Cl)([O-:17])=[O:16]>>[CH3:8][O:7][C:5](=[O:6])[C:4]1[CH:3]=[C:2]([O:1][C:19]2[CH:20]=[CH:21][C:22]([S:24]([C:27]([F:30])([F:29])[F:28])(=[O:26])=[O:25])=[CH:23][C:18]=2[N+:15]([O-:17])=[O:16])[CH:11]=[C:10]([O:12][C:19]2[CH:20]=[CH:21][C:22]([S:24]([C:27]([F:29])([F:30])[F:28])(=[O:26])=[O:25])=[CH:23][C:18]=2[N+:15]([O-:17])=[O:16])[CH:9]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 75076Methyl 3,5-DihydroxybenzoateHCID 15479561-Chloro-2-nitro-4-trifluoromethanesulfonylbenzene

Product 1

HCID 99178603,5-Bis-(2-nitro-4-trifluoromethanesulfonyl-phenoxy)-benzoic acid methyl ester

Procedure

Using procedure as in example 10, a reaction of methyl 3,5-dihydroxybenzoate (50 mg, 0.297 mmol), NaH (26 mg, 2.2 equiv.) and 2-nitro-4-(trifluoromethylsulfonyl)chlorobenzene (172 mg, 0.595 mmol) afforded 3,5-bis-(2-nitro-4-trifluoromethanesulfonyl-phenoxy)-benzoic acid methyl ester.

Sources & evidence

ORD record
ord-58b213d0c9fc4ed689c562298d98f4ae
Source dataset
uspto-grants-2003_07
Patent number
US06596772B1

Reaction notes

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