Butyl iodide → Ethyl (E)-4-butoxy-3-methoxycinnamate

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)[CH2:18][CH2:19][CH3:20]>>[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])[CH2:18][CH2:19][CH3:20]

Participants

Reactant 2

HCID 10962Butyl iodide

HCID 736681Ethyl Ferulate

Product 1

HCID 86746611Ethyl (E)-4-butoxy-3-methoxycinnamateYield 83.9%

Procedure

Following a procedure similar to that described in Preparation 116, but using 6.66 g of ethyl (E)-4-hydroxy-3-methoxycinnamate and 6.62 g of butyl iodide, 7.00 g of the title compound were obtained as a solid material.

Workup

customthat described in Preparation 116

Sources & evidence

ORD record: ord-ace16579a63a4251be1ebe0aebec82a9
Source dataset: uspto-grants-1996_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05556852

Reaction notes

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