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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40627Generated: October 30, 2026

Diisobutylaluminum hydride → Z-(1R,6R)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene

https://huagongshe.com/reaction/40627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminum hydrideHCID 14487—
Reactant7-Naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene-8,10-dioneHCID 69234221—
ProductZ-(1R,6R)-7-naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-eneHCID 59686806—

Reaction Conditions

Temperature130 °C

Reaction Steps

7-Naphthalen-2-yl-7,9-diaza-bicyclo[4.2.2]dec-3-ene-8,10-dione (130 mg, 0.45 mmol) and DiBAl-H (6 mL, 1M, 6 mmol) were placed in a μW tube under argon vent. The reaction mixture was then heated to 130° C. for 900 sec. The reaction was quenched with Rochelle's salt and diethyl ether mixture (1:1, 200 mL) and then stirred overnight. The organic eas layer separated and dried with magnesium sulfate, filtered and solvent evaporated under reduced pressure to yield the title compound as a residue.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530475B2
Source datasetuspto-grants-2013_09
ORD IDord-635d55a2d41149b8b4a634b7521f7c58
Source noteuspto-grants-2013_09