Tributylamine → HCID 54129135, compound

HRID 2073643Notes

Reaction equation

HRID 2073643 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]([O:21][CH2:22][CH3:23])(=[O:20])[CH:18]=[CH2:19].C(N(CCCC)CCCC)CCC.C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.CC1C=CC(C)=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]([O:21][CH2:22][CH3:23])=[O:20])=[CH:3][CH:4]=2)=[CH:11][CH:12]=1

Participants

7

Reactant 4

HCID 7622TributylamineHCID 8821Ethyl AcrylateHCID 80271Tri-o-tolylphosphineHCID 533959814,4'-Dibromostilbene

Product 1

HCID 54129135HCID 54129135, compoundYield 6%

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
90 °C

Procedure

25.8 g (0.1 mol) of 4,4'-dibromostilbene, 10 g (0.1 mol) of ethyl acrylate, 18.5 g (0.1 mol) of tri-n-butylamine, 0.224 g (0.001 mol) of palladium acetate and 0.6 g (0.002 mol) of tri-o-tolylphosphine are added under argon to 50 ml of p-xylene. The reaction mixture is stirred at 90° C. for 4 hours. Working up gives 2 g (6% of theory) of ethyl 4-bromostilbene-4'-acrylate. Melting point 166.9° C.

Sources & evidence

ORD record
ord-a8958fa2ff8d45c8bccabccf95be6ee6
Source dataset
uspto-grants-1990_04
Patent number
US04918215

Reaction notes

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