HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727398Generated: October 26, 2026
N,N-Diethylaniline → 2,3-dihydropyrano[3,2-e]isoindol-1(7H)-one
https://huagongshe.com/reaction/1727398
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N,N-Diethylaniline | HCID 7061 | — |
| Reactant | 6-(Prop-2-ynyloxy)isoindolin-1-one | HCID 57567668 | — |
| Solvent | Ethyl acetate hexane methylene-chloride | HCID 21942482 | — |
| Product | 2,3-dihydropyrano[3,2-e]isoindol-1(7H)-one | HCID 57567683 | 64% |
Reaction Steps
The mixture of 6-(prop-2-ynyloxy)isoindolin-1-one ((72), 4.4 g, 23.5 mmol) and N,N-Diethylaniline 70 ml) was stirred at 210° C. for overnight. Reaction solution was directly loaded on silica gel eluting with Hexane/EtOAc/CH2Cl2 (3:3:1 ratio) to give the title compound (2.8 g, 64%) as a brown solid. MS (ES) m/z 188.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07495111B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-2f8e0f3584f44a8e80967ed562f00b55 |
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| Source note | uspto-grants-2009_02 |
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