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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623251Generated: October 26, 2026

Sodium borohydride → 4-(Aminomethyl)oxane-4-carbonitrile

https://huagongshe.com/reaction/1623251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantDihydro-2H-pyran-4,4(3H)-dicarbonitrileHCID 14537194—
SolventEthanolHCID 702—
Product4-(Aminomethyl)oxane-4-carbonitrileHCID 5528540183.6%

Reaction Steps

A mixture of dihydro-2H-pyran-4,4(3H)-dicarbonitrile (450 mg, 3.31 mmol)<autotext key=“0BD391A6” name=“[Reactants]” index=“1” field=“Reactants” type=“field” length=“34”/> and Sodium borohydride (375 mg, 9.92 mmol)<autotext key=“0BD391A7” name=“[Reactants]” index=“2” field=“Reactants” type=“field” length=“38”/> in EtOH (15 ml)<autotext key=“0BD391A8” name=“[Solvents]” index=“l” field=“Solvents” type=“field” length=“12”/> was stirred at ambient temperature for about 4 hours. The mixture was concentrated and the resulting residue was diluted with ethyl acetate, washed with water and dried. Concentration in vacuo afforded 388 mg of the crude product which was used directly in the next step. LCMS (m/z): 141.0 [M+H]+; Retention time=0.18 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778951B2
Source datasetuspto-grants-2014_07
ORD IDord-b0c14254e376437daa3b41ee06a3eff9
Source noteuspto-grants-2014_07