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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968423Generated: October 25, 2026

Hydrochloric Acid → Vanillylamine

https://huagongshe.com/reaction/968423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPhenol, 4-(aminomethyl)-2-methoxy-, hydrochloride (1:1)HCID 165576—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
ProductVanillylamineHCID 70966—

Reaction Conditions

Temperature10 °C

Reaction Steps

The reaction mixture obtained in a) is combined with 38 ml of hydrochloric acid and 6.2 g of Pd/C. Hydrogen is piped into the reaction mixture, with stirring, at 10° C. over a period of 4 hours under a pressure of 4 bar. After the addition of 71 ml of water the mixture is heated to 60° C. and stirred for 1 hour. The catalyst is filtered off and the acetic acid is eliminated from the filtrate by distillation at 60° C. Then the reaction mixture is combined with 141 ml of water in order to dissolve the vanillylamine hydrochloride and the salts and stirred at 60° C. for 0.5 hours. After the addition of 99 ml of hydrochloric acid and stirring for 1 hour, the suspension formed is cooled to 3° C. and after 3 hours the vanillylamine hydrochloride is filtered off, washed with acetone and dried at 50° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06958418B2
Source datasetuspto-grants-2005_10
ORD IDord-7f3ac6f429c74fa8b0b1bdcda7d8dab7
Source noteuspto-grants-2005_10