HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 58109248, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 58109746 | HCID 58109746 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58109248 | HCID 58109248 | 265.7% |
Reaction Steps
A stirred solution of 1-amino-3-(4-fluorophenyl)hex-5-en-3-ol (53 mg, 0.25 mmol) and i-Pr2NEt (0.091 mL, 0.50 mmol) in CH2Cl2 (10 mL) was cooled in an ice bath and solid triphosgene (25 mg, 0.08 mmol) was added. The ice bath was allowed to melt and the mixture was stirred at rt for 6 h. The mixture was diluted with ether (80 mL), washed with 5% aq HCl (20 mL) and satd aq NaHCO3 (20 mL), and dried over MgSO4. Removal of the solvent afforded 6-allyl-6-(4-fluorophenyl)-1,3-oxazinan-2-one (50 mg, 84%) as an oil, which was used without further purification. LC-MS Method 1 tR=1.32 min, m/z=236.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575156B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-6367b43e9cc5402a8200542b5b6fc9e2 |
| Source note | uspto-grants-2013_11 |