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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229461Generated: October 30, 2026

Tributylamine → HCID 53757548, compound

https://huagongshe.com/reaction/2229461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylamineHCID 7622—
Reactant1-HexeneHCID 11597—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 22508742HCID 22508742—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 53757548HCID 5375754890.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 1-(2-chloro-4-iodobenzyl)-6-(ethoxycarbonyl)-2-methylbenzimidazole (1.21 g), 1-hexene (1.12 g), palladium acetate (II) (0.09 g), triphenylphosphine (0.21 g), tri-n-butylamine (1.49 g), and N,N-dimethylformamide (15 ml) was stirred overnight at 60° C. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluate: hexane/ethyl acetate=1/2) to obtain 1-(2-chloro-4-(1-hexen-1-yl)benzyl)-6-(ethoxycarbonyl)-2-methyl-benzimidazole (0.99 g). In accordance with the method of Production Example 5, this product was immediately converted to the desired compound (0.64 g) containing about 10% of 6-carboxy-1-(2-chloro-4-(1-hexen-2-yl)benzyl)-2-methyl-benzimidazole. This compound was immediately subjected to the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420409B1
Source datasetuspto-grants-2002_07
ORD IDord-de86ec98496942e2ae70f5bca4b738e2
Source noteuspto-grants-2002_07