O-Xylene → HCID 20089836, compound

HRID 1742477Notes

Reaction equation

HRID 1742477 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH:8]=[CH:7][C:6]2=[O:14].Br[CH:18]1[C:21]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:20]2[CH:19]1Br.BrC1C2=CC=CC=C2C1I.C1(C)C(C)=CC=CC=1>O>[F:1][C:2]([F:15])([F:16])[C:3]1[CH:12]=[CH:11][C:10]2[C:9](=[O:13])[C:8]3[C:7](=[CH:19][C:20]4[C:21]([CH:18]=3)=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:6](=[O:14])[C:5]=2[CH:4]=1

Participants

6

Reactant 4

HCID 7237O-XyleneHCID 568432HCID 568432, compoundHCID 5684347,8-Dibromobicyclo[4.2.0]octa-1,3,5-trieneHCID 20089837HCID 20089837, compound

Product 1

HCID 20089836HCID 20089836, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.65 g (25 mmol) of 6-(trifluoromethyl)-1,4-naphthoquinone, 9.82 g (approx. 37 mmol) of 1,2-dibromobenzocyclobutene (containing a little 2-bromo-1-iodobenzocyclobutene as an impurity) and 100 ml of xylene are kept under reflux for 16 hours, using a water separator. The mixture is cooled and the precipitate is filtered off and washed with xylene. Yield 5.82 g (71%); melting point 253°-254° C.

Workup

  1. temperatureunder reflux for 16 hours
  2. temperatureThe mixture is cooled
  3. filtrationthe precipitate is filtered off
  4. washwashed with xylene

Sources & evidence

ORD record
ord-6d14219b0d324a838e0761d303af33ce
Source dataset
uspto-grants-1994_08
Patent number
US05338863

Reaction notes

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