HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 22126317, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (Z)-Benzaldehyde oxime | HCID 12143 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Tetrahydro-2-(2-propynyloxy)-2H-pyran | HCID 98609 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22126317 | HCID 22126317 | 69.5% |
Reaction Steps
1.47 g (11 mmol) of N-chlorosuccinimide were added at -30° C. to a solution of 1.21 g of benzaldoxime in 10 ml of methylene chloride. After 2 hours a solution of 1.0 g of triethylamine and 1.4 g of (RS)-tetrahydro-2-(2-propynyloxy)-2H-pyran in 5 ml of methylene chloride was added dropwise. The reaction mixture was stirred at room temperature for 5 hours, the solvent was thereafter distilled off and, for purification, the crude product was chromatographed on silica gel using methylene chloride as the eluent. There were obtained 1.8 g of (RS)-3-phenyl-5-(tetrahydro-pyran-2-yloxymethyl)-isoxazole as a colourless liquid; MS: 259 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06150526 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-ff387101bb2b4215a2836274805049dd |
| Source note | uspto-grants-2000_11 |