HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylideneoxane → 3-[(3-Chlorophenyl)ethynyl]-1,8-dioxa-2-azaspiro[4.5]dec-2-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylideneoxane | HCID 548975 | — |
| Reactant | Tert-butyl 3-(phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-8-carboxylate | HCID 57493807 | — |
| Reactant | 3-(3-Chlorophenyl)prop-2-ynal oxime | HCID 76543056 | — |
| Product | 3-[(3-Chlorophenyl)ethynyl]-1,8-dioxa-2-azaspiro[4.5]dec-2-ene | HCID 56644225 | — |
Reaction Steps
The title compound was prepared following the procedure described for Compound 1b, using Compound 31e instead of Compound 1a and 4-methylenetetrahydropyran (Tetrahedron, 46(7), 2411-2424, 1990) instead of tert-butyl 4-methylenepiperidine-1-carboxylate. After the usual work-up procedure, the residue was purified by means of automated flash chromatography (SP1 ®TM-Biotage; gradient Petroleum Ether-EtOAc from 10:1 to 8:2) to give the title compound as a yellowish solid. Yield: 23.7%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-fcd3b2e854de4ca28ae105cee4ba8b22 |
| Source note | uspto-grants-2013_11 |