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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542897Generated: October 25, 2026

Sodium metaborate → 4-{N-[4-(3-nitrophenyl)-2-butyl]-aminomethyl}-2,2-dimethylchroman

https://huagongshe.com/reaction/542897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium metaborateHCID 145326—
Reactant2,2-Dimethyl-3,4-dihydro-2H-1-benzopyran-4-carbaldehydeHCID 13537043—
Reactant4-(3-Nitrophenyl)butan-2-amineHCID 13537044—
SolventMethanolHCID 887—
Product4-{N-[4-(3-nitrophenyl)-2-butyl]-aminomethyl}-2,2-dimethylchromanHCID 13537045—

Reaction Steps

12.1 g (0.1 mol) of 2-amino-4-(3-nitrophenyl)butane are added to 19.0 g (0.1 mol) of 2,2-dimethyl-4-formyl-chroman in 100 ml of methanol at 20° C., with stirring and slight cooling, and the mixture is stirred for 1.5 hours. Thereafter, 4.5 g of sodium boranate are added, and stirring is continued for 1 day, and the mixture is evaporated down and worked up with ethyl acetate/water. The ethyl acetate phase is washed with water, dried and evaporated down. Distillation gives 4-{N-[4-(3-nitrophenyl)-2-butyl]-aminomethyl}-2,2-dimethylchroman. B.p.: 225°-235° C./0.04 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04659737
Source datasetuspto-grants-1987_04
ORD IDord-551240f347614c54874b79a1bb7ff07d
Source noteuspto-grants-1987_04