Acetic Acid → Flumiclorac-pentyl

HRID 704094

Reaction equation

HRID 704094 reaction equation
[Cl:1][C:2]1[C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:12])=[CH:7][C:5]([NH2:6])=[C:4]([F:19])[CH:3]=1.[C:20]([OH:23])(=O)[CH3:21]>O>[Cl:1][C:2]1[C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:12])=[CH:7][C:5]([N:6]2[C:20](=[O:23])[C:21]3[CH2:2][CH2:3][CH2:4][CH2:5][C:7]=3[C:8]2=[O:9])=[C:4]([F:19])[CH:3]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 146178504-Chloro-2-fluoro-5-(pentyloxycarbonylmethyloxy)aniline

Product 1

HCID 443048Flumiclorac-pentylYield 178.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of the compound (II) (12.0 g), 3,4,5,6-tetarhydrophthalic anhydride (7.56 g) and acetic acid (50 g) was heated at 90° to 95° C. for 7 hours. The reaction mixture was cooled to room temperature, and water (75 g) was added thereto. The precipitated crystals were collected by filtration to give the compound (I) (15.7 g).

Workup

  1. temperaturewas heated at 90° to 95° C. for 7 hours
  2. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-dad9a81e8d284b75bba1c856f5f89f74
Source dataset
uspto-grants-1991_01
Patent number
US04985570

Linked notes

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