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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011660Generated: November 1, 2026

Benzaldehyde → HCID 11119970, compound

https://huagongshe.com/reaction/1011660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
Reactant1,2-Diaminocyclohexane, (+)-HCID 479307—
ReactantSodium cyanoborohydrideHCID 5003444—
SolventMethanolHCID 887—
ProductHCID 11119970HCID 1111997096.2%

Reaction Steps

Benzaldehyde (6.36 g, 60 mmol) was added dropwise over a period of 2 minutes to a solution of (S,S)-cyclohexane-1,2-diamine (3.42 g, 30 mmol) in 50 mL of anhydrous MeOH at refluxing temperature. After stirring for 30 min, the solution was allowed to cool to room temperature and NaBH3CN (2.4 g, 63 mmol) was added in portions. After the vigorous effervescence subsided down, the mixture was brought to refluxing and stirred for 20 min. The reaction was quenched by water and extracted with dichloromethane. The organic phase was dried and concentrated to give 8.5 g of crude product (yield 95%) which was used in the next step reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977372B2
Source datasetuspto-grants-2011_07
ORD IDord-83ff41484cc74244a8bd2b31f99f1473
Source noteuspto-grants-2011_07