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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626177Generated: October 31, 2026

1-Phenyl-1-propanone → 4-(1-(3-Fluoro-4-(3-(pyrrolidin-1-yl)prop-1-ynyl)phenyl)-2-phenylbut-1-enyl)phenol

https://huagongshe.com/reaction/626177

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenyl-1-propanoneHCID 7148—
Reactant(3-fluoro-4-(3-(pyrrolidin-1-yl)prop-1-ynyl)phenyl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanoneHCID 89672877—
Product4-(1-(3-Fluoro-4-(3-(pyrrolidin-1-yl)prop-1-ynyl)phenyl)-2-phenylbut-1-enyl)phenolHCID 7813572735,868%

Reaction Steps

Following general procedure of McMurry reaction as described in example 1, step B, (3-fluoro-4-(3-(pyrrolidin-1-yl)prop-1-ynyl)phenyl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone (155 mg, 0.38 mmol) was reacted with propiophenone (152 mg, 1.13 mmol) to give 58 g desired product (36% yield, Z/E=1/1). m/z=426[M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309211B2
Source datasetuspto-grants-2016_04
ORD IDord-14026de24d8c464f86e5181df09f34ff
Source noteuspto-grants-2016_04