Sodium hydride → Sodium Hydroxide

HRID 375118Notes

Reaction equation

HRID 375118 reaction equation
[N+:1]([C:4]1[N:5]=[CH:6][NH:7][CH:8]=1)([O-:3])=[O:2].[H-].[Na+:10].Br[CH:12]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([F:26])([F:25])[F:24])[C:13]([O:15]CC)=[O:14]>CO>[OH-:2].[Na+:10].[N+:1]([C:4]1[N:5]=[CH:6][N:7]([CH:12]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]([F:24])([F:26])[F:25])[C:13]([OH:15])=[O:14])[CH:8]=1)([O-:3])=[O:2]

Participants

6

Reactant 3

HCID 24758Sodium hydrideHCID 15222348HCID 15222348, compoundHCID 178526856HCID 178526856, compound

Product 2

HCID 14798Sodium HydroxideHCID 15222349HCID 15222349, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Nitroimidazole (43 mmoles, 4.86 g) was reacted with sodium hydride(43 moles, 1.72 g) and then ethyl 2-bromo-8,8,8-trifluorooctanoate (43 moles, 13.2 g) as in Example 1. The ester was hydrolyzed in 10 ml methanol and 30 ml 2N NaOH to yield a quantitative yield of 2-(4-nitro-1H-imidazol-1-yl)-8,8,8-trifluorooctanoic acid. (NMR)

Sources & evidence

ORD record
ord-e08675ddc11a432290e3343317f67b83
Source dataset
uspto-grants-1996_01
Patent number
US05484780

Reaction notes

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