Thionyl Chloride → HCID 20069459, compound

HRID 868402Notes

Reaction equation

HRID 868402 reaction equation
[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([F: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](O)=[O:11].S(Cl)([Cl:28])=O>>[Cl:1][C:2]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[C:17]([F: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:28])=[O:11]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 133395815-[2-Chloro-6-fluoro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid

Product 1

HCID 20069459HCID 20069459, compound

Procedure

5-(2-Chloro-6-fluoro-4-trifluoromethylphenoxy)-2-nitrobenzoic acid (2.5 g) was heated under reflux for 5 hours with thionyl chloride (40 ml). The solution was evaporated under reduced pressure and the yellow oil remaining was taken up in toluene (100 ml). The solution was divided into four portions. Each portion was separately evaporated to give 5-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-2-nitrobenzoyl chloride as an oil. Three portions were used to prepare esters as follows:

Workup

  1. customThe solution was evaporated under reduced pressure
  2. customEach portion was separately evaporated

Sources & evidence

ORD record
ord-fd6e3216bf21441984315ecbc7ecb4b1
Source dataset
uspto-grants-1988_10
Patent number
US04778914

Reaction notes

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