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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194879Generated: October 31, 2026

Diisobutylaluminum hydride → HCID 67445318, compound

https://huagongshe.com/reaction/2194879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantHCID 67447857HCID 67447857—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67445318HCID 67445318—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To solution of ethyl 3-(5-bromo-2-methoxypyridin-4-yl)propanoate (1 eq.) from step 3 in THF (0.18M) at −78° C. was added DIBAH (2.5 eq.). The reaction mixture was stirred at −78° C. for 30 min then at 0° C. for 2 h. The reaction was quenched with HCl (1N) at 0° C. and then was diluted with Et2O. The organic extract was washed with water, saturated NaHCO3, brine, dried over MgSO4, filtered and concentrated. Purification by column chromatography on silica gel (Combi-Flash by ISCO), eluting with Hex/EtOAc (10 to 75% in 30 min) afforded the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334308B2
Source datasetuspto-grants-2012_12
ORD IDord-248a7d56d17d4906913682dd0d531b8a
Source noteuspto-grants-2012_12