HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 22335658, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | HCID 14855804 | HCID 14855804 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22335658 | HCID 22335658 | 178.1% |
Reaction Steps
7-(4-Chlorophenyl)-6-phenyl-2,3-dihydro-1H-pyrrolizine (Example 21 b, 4.0 g, 13.6 mmol), dissolved in THF (25 ml) is treated with triethylamine (2.0 ml, 1.5 g, 15 mmol). A solution of diphosgene (1.5 g, 7.5 mmol), dissolved in THF (15 ml), is added dropwise to this solution at RT, and it is stirred for 12 h. Methanol (abs., 8.0 ml, 6.3 g, 200 mmol) and triethylamine (2.0 ml, 1.5 g, 15 mmol) are then added, and the mixture is stirred at RT for a further 48 h. The reaction mixture is concentrated in vacuo, ammonium salts are taken up in water (10 ml), and the residue which remains is filtered off with suction and dried. 4.7 g (98.3%) of crude product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936632B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-b7b920e6335f4874a416a4d4fcf580ea |
| Source note | uspto-grants-2005_08 |