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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679611Generated: October 25, 2026

Pyrrolidine → (+)-3-Pyrrolidinomethylpinane

https://huagongshe.com/reaction/1679611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantBicyclo[3.1.1]heptane-3-carboxaldehyde, 2,6,6-trimethyl-HCID 108415—
SolventFormic AcidHCID 284—
Product(+)-3-PyrrolidinomethylpinaneHCID 2036148173%

Reaction Steps

33 g of (+)-3-formylpinane, 14 g of pyrrolidine and 70 g of formic acid are heated under reflux for 12 hours. Excess formic acid is then distilled off and the residue is boiled with 150 g of 25% strength aqueous potassium hydroxide solution. The amine separates out as the upper phase and is separated off and purified by fractional distillation. 31.8 g of (+)-3-pyrrolidinomethylpinane boiling at from 125° to 127° C/5 mm Hg are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04081477
Source datasetuspto-grants-1978_03
ORD IDord-fc3503c96fc748a2ad0a0bfdf4a7980b
Source noteuspto-grants-1978_03