O-Xylene → HCID 20089836, compound

HRID 2165511Notes

Reaction equation

HRID 2165511 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

A mixture of 5.65 g (25 mmol) of 6-(trifluoromethyl)-1,4-naphthoquinone, 9.82 g (ca. 37 mmol) of 1,2-dibromobenzocyclobutene (contaminated with a small amount of 2-bromo-1-iodobenzocyclobutene) and 100 ml of xylene is kept for 16 hours under reflux using a water separator. The mixture is cooled and the precipitate is isolated by filtration and washed with xylene. The yield is 5.82 g (71%); m.p. 253°-254° C.

Workup

  1. temperatureunder reflux
  2. temperatureThe mixture is cooled
  3. customthe precipitate is isolated by filtration
  4. washwashed with xylene

Sources & evidence

ORD record
ord-3fd40879fa874fe6ba03d2e039e26925
Source dataset
uspto-grants-1990_07
Patent number
US04940516

Reaction notes

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