Butyl Acrylate → Butyl (2E)-3-(4-cyanophenyl)-2-propenoate

HRID 589528Notes

Reaction equation

I[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[CH2:10]([O:14][C:15](=[O:18])[CH:16]=[CH2:17])[CH2:11][CH2:12][CH3:13]>>[C:6]([C:5]1[CH:8]=[CH:9][C:2](/[CH:17]=[CH:16]/[C:15]([O:14][CH2:10][CH2:11][CH2:12][CH3:13])=[O:18])=[CH:3][CH:4]=1)#[N:7]

Participants

Reactant 2

HCID 8846Butyl Acrylate

HCID 764674-Iodobenzonitrile

Product 1

HCID 11128088Butyl (2E)-3-(4-cyanophenyl)-2-propenoate

Procedure

4-Iodobenzonitrile (57 mg, 0.25 mmol) and n-butylacrylate (54 μL, 0.375 mmol) were coupled using the procedure described above, except the reaction was performed at 50° C., to give 100% conversion to (E)-n-butyl 3-(4-cyanophenyl)acrylate by GC analysis.

Workup

customwas performed at 50° C.

Sources & evidence

ORD record: ord-e23bd2f368754b6db4ce530fdbc343ab
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09233366B2

Reaction notes

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