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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1871080Generated: November 4, 2026

Benzaldehyde → HCID 22000958, compound

https://huagongshe.com/reaction/1871080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantBenzoic AcidHCID 243—
Reactant2-Methyl-3-butyn-2-olHCID 8258—
Reactant3-BromoanilineHCID 11562—
ReactantTriphenylphosphineHCID 11776—
Catalystpalladium(II) acetateHCID 167845—
SolventTriethylamineHCID 8471—
ProductHCID 22000958HCID 22000958—

Reaction Steps

A mixture of 3-bromoaniline (1.72 g, 10 mmol), 2-methyl-3-butyn-2-ol (1.1 g, 13 mmol) and benzaldehyde (0.3 g, , 2.8 mmol, containing some benzoic acid) in triethylamine (5 g) was treated with palladium diacetate (11 mg) and triphenylphosphine (197 mg). This mixture was deaerated by bubbling nitrogen and then heated to reflux. CuI (10 mg) was added and the mixture was heated at reflux for 7 hours. Product isolation analogous to Example 2 gave 1.2 g of 3-aminophenylacetylene dimethylcarbinol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100429
Source datasetuspto-grants-2000_08
ORD IDord-59a10d8af80347c2bae4e086846246fe
Source noteuspto-grants-2000_08