Iodoethane → 2-Propenoic acid, 3-(4-ethoxy-3-methoxyphenyl)-, ethyl ester, (E)-

Reaction equation

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

Participants

Reactant 2

HCID 6340Iodoethane

HCID 736681Ethyl Ferulate

Product 1

HCID 53772382-Propenoic acid, 3-(4-ethoxy-3-methoxyphenyl)-, ethyl ester, (E)-Yield 84.5%

Procedure

Following a procedure similar to that described in Preparation 116, but using 5.83 g of ethyl (E)-4-hydroxy-3-methoxycinnamate and 5.61 g of ethyl iodide, 5.55 g of the title compound were obtained as a solid material.

Workup

customthat described in Preparation 116

Sources & evidence

ORD record: ord-d5db46766d164914aba1b5ba5f712eb5
Source dataset: uspto-grants-1996_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05556852

Reaction notes

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