HCID 771461, compound → HCID 135627612, compound

HRID 1699109Notes

Reaction equation

HRID 1699109 reaction equation
[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)([CH3:18])[CH3:17])[CH:13]=[CH:12][C:11]=2[OH:25])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12>C(Cl)Cl>[N:1]1[N:2]([C:10]2[CH:15]=[C:14]([C:16]([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)([CH3:18])[CH3:17])[CH:13]=[C:12]([C:12]3[C:11]([OH:25])=[C:10]([N:2]4[N:3]=[C:4]5[CH:9]=[CH:8][CH:7]=[CH:6][C:5]5=[N:1]4)[CH:15]=[C:14]([C:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)([CH3:18])[CH3:17])[CH:13]=3)[C:11]=2[OH:25])[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

Participants

3

Reactant 1

HCID 771461HCID 771461, compound

Product 1

HCID 135627612HCID 135627612, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Anhydrous ferric chloride (2.6 g) was added over a period of 30 minutes to a solution of 2-(2H-benzotriazol-2-yl)-4-cumyl-phenol (2.7 g) in methylene chloride (100 ml) and the resulting mixture stirred at room temperature for 6 hours. After filtering over celite, the filtrate was extracted with dilute hydrochloric acid, washed with water and purified by column chromatography using hexane/ethyl acetate 9:1 v/v mixture as the eluent. Evaporation of the volatiles gave 3,3′bis-(2H-benzotriazol-2-yl)-5,5′-di-cumyl-1,1′-biphenyl-2,2′-diol (COMPOUND 3) as a white powder, m.p. 249-251° C.

Workup

  1. filtrationAfter filtering over celite
  2. extractionthe filtrate was extracted with dilute hydrochloric acid
  3. washwashed with water
  4. custompurified by column chromatography
  5. customEvaporation of the volatiles

Sources & evidence

ORD record
ord-bf9cef1a3a114620bd7ff3cbf09dd8e1
Source dataset
uspto-grants-2002_02
Patent number
US06344505B1

Reaction notes

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