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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711021Generated: October 29, 2026

Hydrochloric Acid → HCID 59424441, compound

https://huagongshe.com/reaction/1711021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsopropanolHCID 3776—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 59424466HCID 59424466—
SolventTetrahydrofuranHCID 8028—
SolventDichloromethane methanolHCID 21226129—
SolventEthyl acetate hexaneHCID 21226206—
ProductHCID 59424441HCID 5942444131%

Reaction Steps

To a suspension of 247 (80 mg, 0.327 mmol) in THF (4 mL), was added PPh3 (258 mg, 0.983 mmol), DEAD (0.155 ml, 0.983 mmol) and isopropanol (0.075 ml, 0.983 mmol), and the reaction mixture was allowed to stir for 48 hours. 3N HCl solution (1.0 mL) was added and the mixture was extracted with DCM. Aqueous phase was collected, neutralized with NaOH 10% (pH ˜11) and extracted with DCM. The organic phase was collected, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified twice by column chromatography: eluents EtOAc/hexane (3:7) and MeOH/DCM (1:20), to afford title compound 248 (19 mg, 31% yield) as yellow solid. MS (m/z): 287.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790729B2
Source datasetuspto-grants-2010_09
ORD IDord-c3c5b9863b47427782f626be7ed50772
Source noteuspto-grants-2010_09