1-Phenyl-1-propanone → 1,1-Bis(4-hydroxyphenyl)-2-phenylbut-1-ene

HRID 626118Notes

Reaction equation

HRID 626118 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)(=O)[CH2:2][CH3:3].[OH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)=O)=[CH:14][CH:13]=1>>[OH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)=[C:1]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH2:2][CH3:3])=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 71481-Phenyl-1-propanoneHCID 691504,4'-Dihydroxybenzophenone

Product 1

HCID 630591,1-Bis(4-hydroxyphenyl)-2-phenylbut-1-eneYield 88%

Procedure

Following general procedure of McMurry reaction as described in example 1, step B, propiophenone (1.9 g, 3.0 eq) was reacted with bis(4-hydroxyphenyl)-methanone (1.0 g, 1.0 eq) to give 1.3 g desired product (88% yield).

Workup

  1. customgeneral procedure of McMurry reaction

Sources & evidence

ORD record
ord-c780b2b580c84db48e0a5633de90cebd
Source dataset
uspto-grants-2016_04
Patent number
US09309211B2

Reaction notes

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