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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088490Generated: October 26, 2026

Binap, (A+-)- → Citronellic acid

https://huagongshe.com/reaction/1088490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBinap, (A+-)-HCID 634876—
ReactantGeranic acidHCID 5275520—
Reactantalpha-CyclohexylcyclohexanemethanamineHCID 10774245—
ReactantHCID 178418361HCID 178418361—
SolventMethanolHCID 887—
ProductCitronellic acidHCID 1040299.9%

Reaction Steps

In a 100 ml autoclave, the inside atmosphere of which had previously been replaced with argon, were placed 0.34 g (2 mmoles) of geranic acid, 20 ml of methanol, and 0.39 g (2 mmoles) of dicyclohexylmethylamine. Then, 5.6 mg (0.007 mmole) of Ru((+)-BINAP)(O2CCH3)2 prepared according to the same manner as in Referential Example 3 except using (+)-BINAP in place of (-)-BINAP was added to the mixture to perform hydrogenation for 12 hours at a hydrogen pressure of 100 kg/cm2 and at a reaction temperature of 25° C. Thereafter, the solvent was distilled off to provide 0.34 g of citronellic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04962230
Source datasetuspto-grants-1990_10
ORD IDord-e5d653c57a04404ca48d684316e0cc6b
Source noteuspto-grants-1990_10