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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717671Generated: October 27, 2026

4-Bromobenzaldehyde → 4'-But-2-ynoylbiphenyl-4-carbaldehyde

https://huagongshe.com/reaction/717671

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromobenzaldehydeHCID 70741—
Reactant5-Hydroxymethylthiophene-2-boronic acidHCID 4374265—
Reactant1-(4-Bromophenyl)but-2-yn-1-oneHCID 66615071—
Product4'-But-2-ynoylbiphenyl-4-carbaldehydeHCID 8666061658%

Reaction Steps

When the product of Step A and 4-carbaldehyde-boronic acid were substituted for 4-bromobenzaldehyde and 5-(hydroxymethyl)thiophen-2-ylboronic acid, respectively, in Example 22, Step A, the similar procedure afforded the title compound in 58% yield, as a creamy gum. 1H-NMR (CDCl3) 10.07 (s, 1H); 8.23 (d, 2H, J=8.4 Hz); 7.98 (d, 2H, J=8.4 Hz); 7.78 (d, 2H, J=8.24 Hz); 7.72 (d, 2H, J=8.54 Hz); 2.18 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193716B2
Source datasetuspto-grants-2015_11
ORD IDord-99b60aa90a9a4ff8b8a60efbb5cbd651
Source noteuspto-grants-2015_11