HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 85524729, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | (2S)-2-(2-Methylpropyl)aziridine | HCID 12695796 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 85524729 | HCID 85524729 | 90.5% |
Reaction Steps
A solution of 24.3 g of (S)-2-(2-methylpropyl)aziridine [Bull. Chem. Soc. (Japan) 35, 1004 (1962).] in 500 ml of ether is treated with 34.2 ml of triethylamine and cooled in ice. While stirring rapidly 40.4 ml (a 10% excess) of benzyl chloroformate is added dropwise over a 30 minute period. After stirring for one hour at 0°, the triethylamine, hydrochloride is filtered off and the ether removed under reduced pressure. The residue is distilled under reduced pressure. After a forerun of benzyl chloride, the product distills at 105°-122°/0.6 mm. There is obtained 51.66 g (90.5% yield) of (S)-2-(2-methylpropyl)-1-aziridinecarboxylic acid, phenylmethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04596819 |
| Source dataset | uspto-grants-1986_06 |
| ORD ID | ord-4f27b4938d1342fd898ea8b7914af2ab |
| Source note | uspto-grants-1986_06 |