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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 991786Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 22135434, compound

https://huagongshe.com/reaction/991786

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantTosylmethyl isocyanideHCID 161915—
Reactant5,6-Dihydro-2H-pyran-2-oneHCID 520660—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22135434HCID 22135434—

Reaction Steps

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU, 8.39 mL, 56.1 mmol) was added to a stirred mixture of tosylmethyl isocyanide (10.95 g, 56.1 mmol) in tetrahydrofuran (THF, 56 mL) at 0° C. After 15 minutes, to the mixture was added 5,6-dihydro-2H-pyran-2-one (5 g, 51 mmol). The mixture was then stirred at room temperature for 2 hours. The reaction was quenched with brine and extracted with THF several times. The combined extracts were dried (sodium sulfate), filter and concentrated to give 6,7-dihydro-2H-pyrano[3,4-c]pyrrol-4-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06465507B2
Source datasetuspto-grants-2002_10
ORD IDord-362100eaf49e467a91ec79a8f146618b
Source noteuspto-grants-2002_10