Hydrochloric Acid → HCID 54349342, compound

HRID 2231763Notes

Reaction equation

HRID 2231763 reaction equation
Br[C:2]1[CH:9]=[CH:8][C:5]2[CH2:6][CH2:7][C:4]=2[CH:3]=1.[C:10]([C:14]1[CH:21]=[CH:20][C:17]([CH:18]=[CH2:19])=[CH:16][CH:15]=1)([CH3:13])([CH3:12])[CH3:11].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>[C:10]([C:14]1[CH:15]=[CH:16][C:17]([CH:18]=[CH:19][C:2]2[CH:9]=[CH:8][C:5]3[CH:6]=[CH:7][C:4]=3[CH:3]=2)=[CH:20][CH:21]=1)([CH3:13])([CH3:12])[CH3:11]

Participants

8

Reactant 5

HCID 313Hydrochloric AcidHCID 7622TributylamineHCID 156274-tert-ButylstyreneHCID 80271Tri-o-tolylphosphineHCID 108669803-Bromobicyclo[4.2.0]octa-1,3,5-triene

Product 1

HCID 54349342HCID 54349342, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 6342AcetonitrileSolvent

Procedure

A solution of 3.0 g 4-bromobenzocyclobutane, 2.6 g 4-tert-butylstyrene, 3.0 g tri-n-butylamine, 150 mg tri-o-tolylphosphine, 36 mg palladium (II) acetate, and 10 ml acetonitrile is stirred under nitrogen at reflux 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 1.8 g of monomer is prepared.

Workup

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

Sources & evidence

ORD record
ord-f8ea8db466fc4ce896655ea8ef7ca7c0
Source dataset
uspto-grants-1988_11
Patent number
US04783514

Reaction notes

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