Hydrochloric Acid → HCID 54015562, compound

HRID 2231764Notes

Reaction equation

HRID 2231764 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]2[CH2:6][CH2:7][C:4]=2[CH:3]=1.[CH3:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[CH2:16])=[CH:13][CH:12]=1.C(N(CCCC)CCCC)CCC.C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.Cl>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(#N)C>[CH3:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[CH:16][C:2]2[CH:9]=[CH:8][C:5]3[CH:6]=[CH:7][C:4]=3[CH:3]=2)=[CH:13][CH:12]=1

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 7622TributylamineHCID 121611-Ethenyl-4-methylbenzeneHCID 80271Tri-o-tolylphosphineHCID 108669803-Bromobicyclo[4.2.0]octa-1,3,5-triene

Product 1

HCID 54015562HCID 54015562, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6342AcetonitrileSolvent

Procedure

A solution of 3.0 g 4-bromobenzocyclobutane, 1.9 g 4-methylstyrene, 3.0 g tri-n-butylamine, 150 mg tri-o-tolylphosphine, 36 mg palladium (II) acetate, and 10 ml of acetonitrile is stirred at reflux under nitrogen for 4 hours. The reaction mixture is poured into 60 ml of 10 percent HCl. The product is isolated by filtration, dried, recrystallized from ethanol, and isolated. About 2.9 g of monomer is prepared.

Workup

  1. temperatureat reflux under nitrogen for 4 hours
  2. customThe product is isolated by filtration
  3. customdried
  4. customrecrystallized from ethanol
  5. customisolated

Sources & evidence

ORD record
ord-297e5c4c54184900a11c65c05a905b14
Source dataset
uspto-grants-1988_11
Patent number
US04783514

Reaction notes

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