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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69490Generated: October 27, 2026

Dimethylformamide → 6-((S)-2-Hydroxybutoxy)isochromen-1-one

https://huagongshe.com/reaction/69490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium fluorideHCID 25953—
Reactant(2S)-2-EthyloxiraneHCID 10898629—
Reactant6-Hydroxyisochromen-1-oneHCID 66879699—
SolventWaterHCID 962—
Product6-((S)-2-Hydroxybutoxy)isochromen-1-oneHCID 66879185—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 6-Hydroxy-isochromen-1-one (405 mg), (S)-(−)-1,2-epoxybutane (361 mg), cesium fluoride (1.1 g) and DMF (5 mL) was stirred for 4 h at 130° C. After adding water it was extracted with dichloromethane, dried over magnesium sulfate and concentrated. The residue was purified by preparative HPLC. In this way the product was obtained with molecular weight 234.25 (C13H1404); MS (ESI): 235 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822495B2
Source datasetuspto-grants-2014_09
ORD IDord-f1bdf2c6f30a4f709d03ca79a17f77db
Source noteuspto-grants-2014_09