tert-Butyl[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]acetate → [5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]acetic acid

HRID 505541Notes

Reaction equation

HRID 505541 reaction equation
C([O:5][C:6](=[O:28])[CH2:7][N:8]1[C:12]2[CH:13]=[CH:14][C:15]([Cl:27])=[C:16]([O:17][C:18]3[CH:23]=[C:22]([C:24]#[N:25])[CH:21]=[C:20]([Cl:26])[CH:19]=3)[C:11]=2[N:10]=[N:9]1)(C)(C)C>C(O)(C(F)(F)F)=O>[Cl:27][C:15]1[CH:14]=[CH:13][C:12]2[N:8]([CH2:7][C:6]([OH:28])=[O:5])[N:9]=[N:10][C:11]=2[C:16]=1[O:17][C:18]1[CH:23]=[C:22]([C:24]#[N:25])[CH:21]=[C:20]([Cl:26])[CH:19]=1

Participants

3

Reactant 1

HCID 86624476tert-Butyl[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]acetate

Product 1

HCID 68428094[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]acetic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl[5-chloro-4-(3-chloro-5-cyanophenoxy)-1H-1,2,3-benzotriazol-1-yl]acetate (50 mg, 0.12 mmol) was dissolved in TFA (3 mL). After 1 hour, the reaction mixture was concentrated under reduced pressure to yield the title compound. 1H NMR (DMSO-d6) δ 7.90 (d, J=8.9 Hz, 1H), 7.84 (m, 1H), 7.80 (d, J=8.9 Hz, 1H), 7.52 (m, 1H), 7.58 (m, 1H), 5.70 (s, 1H).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-19ba149864c5476ba7298ae3d187915d
Source dataset
uspto-grants-2010_08
Patent number
US07781454B2

Reaction notes

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