Propiovanillone → 4-(1-(4-(2-Chloroethoxy)phenyl)-1-(4-hydroxyphenyl)-but-1-en-2-yl)-2-methoxyphenol

Participants

Role	Name	HCID	Charge
Reactant	Propiovanillone	HCID 15782	—
Reactant	[4-(2-Chloroethoxy)phenyl](4-hydroxyphenyl)methanone	HCID 89656364	—
Product	4-(1-(4-(2-Chloroethoxy)phenyl)-1-(4-hydroxyphenyl)-but-1-en-2-yl)-2-methoxyphenol	HCID 123968785	38.5%

Reaction Steps

Following general procedure of McMurry reaction as example 1, step B described, 1-(4-hydroxy-3-methoxyphenyl)propan-1-one (207 mg, 1.15 mmol) was reacted with (4-(2-chloroethoxy)phenyl)(4-hydroxyphenyl)methanone (318 mg, 1.15 mmol) to give 188 mg desired product (38.5% yield).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09309211B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-b4a9a8c3262f4672bae4d88ea5bf01c1
Source note	uspto-grants-2016_04