2-Chloropropionic acid → Trifop

HRID 1155787Notes

Reaction equation

HRID 1155787 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.Cl[CH:20]([CH3:24])[C:21]([OH:23])=[O:22].[OH-].[Na+]>>[F:1][C:2]([F:17])([F:18])[C:3]1[CH:16]=[CH:15][C:6]([O:7][C:8]2[CH:9]=[CH:10][C:11]([O:14][CH:20]([CH3:24])[C:21]([OH:23])=[O:22])=[CH:12][CH:13]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 117342-Chloropropionic acidHCID 14798Sodium HydroxideHCID 170230p-(4-(Trifluoromethyl)phenoxy)phenol

Product 1

HCID 181206TrifopYield 83.9%

Procedure

5.1 g of 4-(4-trifluoromethylphenoxy)phenol and 2.1 g of α-chloropropionic acid were heated at 80° C. with stirring, and 6.2 g of a 30% aqueous solution of sodium hydroxide was added. The reaction was carried out for 0.5 hour at 90° to 95° C. After allowing the reaction mixture to cool, the resulting solid precipitate was withdrawn, and washed with a small amount of methanol. The precipitate was dried overnight at reduced pressure to afford 5.3 g (yield: 81.5%) of the final product having a melting point of 138° to 140° C.

Workup

  1. temperatureto cool
  2. customthe resulting solid precipitate was withdrawn
  3. washwashed with a small amount of methanol
  4. customThe precipitate was dried overnight at reduced pressure

Sources & evidence

ORD record
ord-96487aa82a85431aaa5a0160acb70c35
Source dataset
uspto-grants-1982_06
Patent number
US04332961

Reaction notes

Loading…