Acetic Acid → HCID 13050460, compound

HRID 1902996Notes

Reaction equation

HRID 1902996 reaction equation
[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([Cl:25])[C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[C:10](Cl)=[O:11].B([O-])=O.[Na+].C(O)(=O)C>COCCOCCOC.O>[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([Cl:25])[C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:14]([O-:16])=[O:15])=[C:9]([CH:13]=1)[CH2:10][OH:11]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 145326Sodium metaborateHCID 129267235-[2,6-Dichloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoyl chloride

Product 1

HCID 13050460HCID 13050460, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8150DiglymeSolvent2×

Procedure

A solution of 41.5 g of 5-(2,6-dichloro-4-trifluoromethyl-phenoxy)-2-nitro-benzoic acid chloride in 100 ml of diglyme was added to a mixture of 4.2 g of sodium boranate and 60 ml of diglyme at -5° to -10° C. The reaction mixture was stirred for about 15 hours at room temperature, diluted with 1.2 liters of water and acidified with acetic acid, and the product was filtered off. 36 g (94% of theory) of 5-(2,6-dichloro-4-trifluoromethyl-phenoxy)-2-nitro-benzyl alcohol, of melting point 143° C., were obtained.

Workup

  1. filtrationthe product was filtered off

Sources & evidence

ORD record
ord-f9251a7e4c5f49a5b49cb4ba7f6aa741
Source dataset
uspto-grants-1984_03
Patent number
US04435208

Reaction notes

Loading…