Tributylamine → HCID 11264629, compound

HRID 1156468Notes

Reaction equation

HRID 1156468 reaction equation
[C:1]1(C(Cl)=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[C:14]([O:18][CH2:19][CH3:20])(=[O:17])[CH:15]=[CH2:16].C(N(CCCC)CCCC)CCC>CC1C=CC(C)=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH2:19]([O:18][C:14]([C:15]([C:9]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:8]=1)=[CH2:16])=[O:17])[CH3:20]

Participants

6

Reactant 3

HCID 7622TributylamineHCID 8821Ethyl AcrylateHCID 701461-Naphthalenecarbonyl chloride

Product 1

HCID 11264629HCID 11264629, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 7809P-XyleneSolvent

Procedure

0.2244 g (10-3 mols) of palladium acetate, 15.05 g (0.1 mol) of naphthalene-1-carboxylic acid chloride, 13.54 ml (0.125 mol) of ethyl acrylate and 23.95 ml (0.1 mol) of tri-n-butylamine, in 200 ml of p-xylene, are stirred for 1 hour at 120° C. The crude product is distilled in vacuo. 15.6 g (69% of theory) of a colourless liquid (which distils at 143°-147° C./106 Pa) are obtained. Analysis for C15H14O2 : calculated C 79.62%, H 6.24%, O 14.14%; found C 79.24%, H 6.39%, O 14.27%.

Workup

  1. distillationThe crude product is distilled in vacuo
  2. custom15.6 g (69% of theory) of a colourless liquid (which distils at 143°-147° C./106 Pa)
  3. customare obtained

Sources & evidence

ORD record
ord-92a28c3b3b264d5fb691ee7486eb7144
Source dataset
uspto-grants-1982_06
Patent number
US04335054

Reaction notes

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