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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324587Generated: October 29, 2026

Isopropanol → HCID 22004770, compound

https://huagongshe.com/reaction/324587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 22004772HCID 22004772—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22004770HCID 22004770—

Reaction Conditions

Temperature-10 °C

Reaction Steps

The compound (VII-3) was converted to methyl 2-(benzo[1,3]dioxol-5-yl)-6-butoxy-4-oxo-chroman-3-carboxylate (IV-3) by a similar method as Step 5 of Reference Example 2. Compound (V-3) (250 mg, 0.628 mmol), triphenylphosphine (247 mg, 0.943 mmol) and isopropanol (57 mg, 0.943 mmol) were dissolved in 7 ml of THF and cooled to −10° C. A solution of diethylazodicarboxylate (164 mg, 0.943 mmol) in THF (2 ml) was added dropwise and stirred for 2 h at the same temperature. After the solvent was removed under reduced pressure, the residue was purified by 10 g of silica gel chromatography (ethyl acetate/hexane=1:4) to give the compound (Ia-11) (220 mg, 80%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06218427B1
Source datasetuspto-grants-2001_04
ORD IDord-98f5c22e67ca4f33b0fbead0fd405053
Source noteuspto-grants-2001_04