Water → HCID 20406994, compound

HRID 615548Notes

Reaction equation

HRID 615548 reaction equation
C[O:2][C:3](=[O:29])[C:4]([N+:26]([O-:28])=[O:27])([O:6][C:7]1[CH:12]=[C:11]([O:13][C:14]2[C:19]([Cl:20])=[CH:18][C:17]([C:21]([F:24])([F:23])[F:22])=[CH:16][C:15]=2[Cl:25])[CH:10]=[CH:9][CH:8]=1)[CH3:5].[OH-].[Na+].O>C(#N)C>[Cl:20][C:19]1[CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=[C:15]([Cl:25])[C:14]=1[O:13][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]([CH:12]=1)[O:6][C:4]([N+:26]([O-:28])=[O:27])([CH3:5])[C:3]([OH:29])=[O:2]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 53967233HCID 53967233, compound

Product 1

HCID 20406994HCID 20406994, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

135 g (0.3 mol) of 5-(2,6-dichloro-4-trifluoromethylphenoxy)-2-nitro-α-phenoxy-propionic acid methyl ester and 30 ml of concentrated aqueous sodium hydroxide solution were stirred in 400 ml of acetonitrile and 150 ml of water at 20° C. for 24 hours. The solution was concentrated, the residue was taken up in 500 ml of water and the aqueous mixture was acidified with 50 ml of concentrated hydrochloric acid. 93 g (71% of theory) of 5-(2,6-dichloro-4-trifluoromethyl-phenoxy)-2-nitro-α-phenoxy-propionic acid were obtained in the form of pale yellow crystals of melting point 146° C. (after recrystallization from toluene/cyclohexane).

Workup

  1. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-72b44bcb2c6749558fc2f5741993e768
Source dataset
uspto-grants-1985_02
Patent number
US04500341

Reaction notes

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