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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180502Generated: October 31, 2026

Diisobutylaluminumhydride → (2E)-3-(4-tert-Butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-2-fluoro-but-2-en-1-ol

https://huagongshe.com/reaction/2180502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactantethyl (2E)-fluoro-3-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)but-2-enoateHCID 86597829—
Product(2E)-3-(4-tert-Butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-2-fluoro-but-2-en-1-olHCID 69731614—

Reaction Steps

Following General Procedure L, ethyl (2E)-fluoro-3-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)but-2-enoate (Compound 70, 148 mg, 0.39 mmol) and diisobutylaluminum hydride (1 M in dichloromethane, 1.1 mL, 1.1 mmol) were reacted to give the title compound as yellow solid after purification by flash chromatography (silica gel, 1:9 to 1:4 ethyl acetate/hexane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06887896B1
Source datasetuspto-grants-2005_05
ORD IDord-d9262dc346a9472b847c4af7293d723e
Source noteuspto-grants-2005_05