Butyl Acrylate → HCID 86725080, compound
Reaction equation
[C:1](#[N:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11].[C:13]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])(=[O:16])[CH:14]=[CH2:15]>C1(C)C=CC=CC=1>[C:13]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])(=[O:16])[CH:14]=[CH2:15].[C:1](#[N:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:10]=[CH2:11]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
After it has been purged with nitrogen, the reactor is charged with 5 g of 10-undecenenitrile (30 mmol), 7.6 g of butyl acrylate (60 mmol) and 50 g of toluene dried over molecular sieve. A syringe is charged with 0.5 mg of catalyst of formula (I) given above (catalyst supplied by the company UMICORE—7.5×10−4 mmol—0.0025 mol % relative to the 10-undecenenitrile) in solution in 5 ml of toluene. The reaction mixture is heated to 100° C. and then the catalyst is added via the syringe driver over a period of 3 hours. The resulting reaction mixture is analyzed by gas chromatography to determine the conversion of 10-undecenenitrile and the selectivities for unsaturated C12 ester-nitrile (cross metathesis product) and for unsaturated C20 dintrile (self-metathesis product).
Workup
- customAfter it has been purged with nitrogen
- customdried over molecular sieve
- additionA syringe is charged with 0.5 mg of catalyst of formula (I)
- additionthe catalyst is added via the syringe driver over a period of 3 hours
- customThe resulting reaction mixture
Sources & evidence
- ORD record
- ord-df4f052417714676bffc7691c9fc7e51
- Source dataset
- uspto-grants-2014_11
- Patent number
- US08884041B2
Reaction notes
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