Tributylamine → HCID 54190960, compound

HRID 2073644Notes

Reaction equation

HRID 2073644 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]2[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[C:17](#[N:20])[CH:18]=[CH2:19].C(N(CCCC)CCCC)CCC.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(C)C=CC=CC=1>[Br:16][C:13]1[CH:14]=[CH:15][C:10]([CH:9]=[CH:8][C:5]2[CH:6]=[CH:7][C:2]([CH:19]=[CH:18][C:17]#[N:20])=[CH:3][CH:4]=2)=[CH:11][CH:12]=1

Participants

7

Reactant 4

HCID 7622TributylamineHCID 7855AcrylonitrileHCID 11776TriphenylphosphineHCID 533959814,4'-Dibromostilbene

Product 1

HCID 54190960HCID 54190960, compoundYield 16.1%

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 1140TolueneSolvent

Procedure

6.76 g (0.02 mol) of 4,4'-dibromostilbene, 1.06 g (0.02 mol) of acrylonitrile, 4.08 g (0.022 mol) of tri-n-butylamine, 0.0898 g (0.4 mmol) of palladium acetate and 0.2098 g (0.8 mmol) of triphenylphosphine are added under argon to 10 ml of toluene. The reaction mixture is stirred at 100°-115° C. for 7 hours. Working up gives 1 g (16% of theory) of 4-bromostilbene-4'-acrylonitrile in the form of a pale yellow powder. Melting point 258° C.

Sources & evidence

ORD record
ord-da37c2c5644f42a18bc6a392b6fc9262
Source dataset
uspto-grants-1990_04
Patent number
US04918215

Reaction notes

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