Acetic Acid → Flumiclorac-pentyl

HRID 704095

Reaction equation

HRID 704095 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 175.4%

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 under reflux for 2 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) (15.4 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-ede6506e630c45878393723ffbf3599d
Source dataset
uspto-grants-1991_01
Patent number
US04985570

Linked notes

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