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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52798Generated: October 30, 2026

Ammonia → Benzyl Alcohol

https://huagongshe.com/reaction/52798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantBenzaldehydeHCID 240—
ReactantDibenzylamineHCID 7656—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductBenzyl AlcoholHCID 2441.8%
ProductTribenzylamineHCID 24321—

Reaction Conditions

Temperature110 °C

Reaction Steps

Into an inertised reactor with a capacity of 150 ml provided with a turbine agitator were successively introduced 41.9 g benzaldehyde (395.3 mmol), 20.1 g CH3OH, 0.08 g 5% palladium/carbon (Degussa; E10 R/W 50% H2O w/w) and 3.8g NH3 (223.5 mmol). The reactor was then pressurized to 70 bar with hydrogen. Next, the temperature was raised to 110° C. and the pressure in the reactor increased to 85 bar with hydrogen. After approximately 15 minutes no further hydrogen was absorbed. The reactor contents were cooled to room temperature and the reactor was then depressurized and flushed with N2. After the catalyst had been filtered off, the reaction mixture was found to be a 2-phase system. This 2-phase system was homogenized after the addition of the CH3OH which was used for flushing of the autoclave. The homogenous reaction mixture obtained in this way was analyzed by means of gas chromatography. All the benzaldehyde had been completely converted. The selectivity to dibenzylamine was 95.1%. In addition, small amounts of benzylalcohol (sel. approx. 1.8%) and tribenzylamine were formed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616804
Source datasetuspto-grants-1997_04
ORD IDord-587119fbca894b28b61ddc8672ddc087
Source noteuspto-grants-1997_04