HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(Chloro-1-pyrrolidinylmethylene)pyrrolidinium Hexafluorophosphate | HCID 2736652 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Reactant | Acetic acid,(4-amino-3-methylphenoxy)-,ethyl ester hydrochloride | HCID 70346506 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ammonia | HCID 222 | — |
| Product | Bis piperidine urea | HCID 21223922 | — |
Reaction Steps
20-2 (486 mg; 1.6 mmol) and 10-4 (250 mg, 1.6 mmol) were dissolved in CH2Cl2. PYCLU (1.8 mmol, 634 mg) was added, followed by diisopropylethylamine (6.4 mmol, 1.1 mL). The reaction is stirred for 2 days. The reaction mixture is diluted with EtOAc and washed with H2 O, 10% KHSO4, sat NaHCO3 and brine. The organic layer is dried (MgSO4), filtered and concentrated to yield a tan oil. Flash chromatography (10% MeOH/CHCl3 sat NH3) yielded desired product (20-3) plus bis piperidine urea by-product. This material is triturated with hexane to remove most of the by-product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05854245 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-ea8570e7460a4bcfbb5a8b6aeeeb0f7f |
| Source note | uspto-grants-1998_12 |