Acetic Acid → HCID 23444992, compound

HRID 397927Notes

Reaction equation

HRID 397927 reaction equation
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7].[CH:13](OCC)(OCC)OCC.[N+:23]([CH2:26]C(OCC)=O)([O-])=O.[C:32]([OH:35])(=[O:34])[CH3:33]>[Fe]>[F:1][C:2]([F:11])([F:12])[O:3][C:4]1[CH:5]=[C:6]([N:7]2[CH:13]=[C:33]([C:32]([OH:35])=[O:34])[N:23]=[CH:26]2)[CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 176Acetic Acid2×HCID 31214Ethyl orthoformate2×HCID 69379Ethyl nitroacetateHCID 737533-(Trifluoromethoxy)aniline

Product 1

HCID 23444992HCID 23444992, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

Following the general method described in example 234, 3-(trifluoromethoxy)aniline was reacted with triethyl orthoformate, ethyl nitroacetate and acetic acid followed by treatment with triethyl orthoformate, iron and acetic acid and subsequent alkaline hydrolysis. The title compound was obtained as a grey crystalline solid. Mp. 173-175° C. (1(H2O dioxane), MS: m/e=273 (M+H+).

Sources & evidence

ORD record
ord-b75f4cd72d574099a5edc0152433acf3
Source dataset
uspto-grants-2003_08
Patent number
US06610723B2

Reaction notes

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