Trifluoroacetic acid → [3-Chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]acetic acid

HRID 1157394Notes

Reaction equation

HRID 1157394 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[C:15]([O:17][C:18]2[CH:23]=[C:22]([C:24]#[N:25])[CH:21]=[C:20]([Cl:26])[CH:19]=2)[CH:16]=1)[O:5][CH2:6][C:7]([O:9]C(C)(C)C)=[O:8].FC(F)(F)C(O)=O>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[C:15]([O:17][C:18]2[CH:23]=[C:22]([C:24]#[N:25])[CH:21]=[C:20]([Cl:26])[CH:19]=2)[CH:16]=1)[O:5][CH2:6][C:7]([OH:9])=[O:8]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59511715tert-Butyl[3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]acetate

Product 1

HCID 59511727[3-Chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]acetic acid

Procedure

221 mg (0.561 mmol) of tert-butyl [3-chloro-5-(3-chloro-5-cyanophenoxy)phenoxy]acetate (5-2) was treated with neat trifluoroacetic acid until an LC/MS analysis indicated that the reaction was complete. The reaction was concentrated in vacuo and no further purification was done on the resultant desired product 5-3 which was isolated as an oil. MS: M+1=338.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customno further purification
  3. customwas isolated as an oil

Sources & evidence

ORD record
ord-424e6de3966f4c589662cbbc36eeda7c
Source dataset
uspto-grants-2010_10
Patent number
US07807684B2

Reaction notes

Loading…