Sodium Hydroxide → 2-(2,2-Difluoroethoxy)-4-(methylamino)-5-nitrobenzoic acid

HRID 1410226Notes

Reaction equation

HRID 1410226 reaction equation
[F:1][CH:2]([F:21])[CH2:3][O:4][C:5]1[CH:15]=[C:14]([NH:16][CH3:17])[C:13]([N+:18]([O-:20])=[O:19])=[CH:12][C:6]=1[C:7]([O:9]CC)=[O:8].[OH-].[Na+]>O1CCOCC1>[F:1][CH:2]([F:21])[CH2:3][O:4][C:5]1[CH:15]=[C:14]([NH:16][CH3:17])[C:13]([N+:18]([O-:20])=[O:19])=[CH:12][C:6]=1[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59529798Ethyl 2-(2,2-difluoroethoxy)-4-(methylamino)-5-nitrobenzoate

Product 1

HCID 595298542-(2,2-Difluoroethoxy)-4-(methylamino)-5-nitrobenzoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The sub-title compound was prepared in accordance with Example 72, step (b) using ethyl 2-(2,2-difluoroethoxy)-4-(methylamino)-5-nitrobenzoate ((950 mg; 3.12 mmol) see Example 59, step (f)), NaOH (3.1 mL; 2 M aq; 6.2 mmol) and 1,4-dioxane (10 mL). Yield: 800 mg (93%).

Sources & evidence

ORD record
ord-66e8947105c54bb6ab876d0daf357552
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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