HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetaldehyde → 7-phenyl-2,3-dihydro-1H-pyrrolizine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetaldehyde | HCID 33 | — |
| Reactant | 5-benzyl-3,4-dihydro-2H-pyrrole | HCID 224018 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 7-phenyl-2,3-dihydro-1H-pyrrolizine | HCID 22335597 | — |
Reaction Conditions
| Temperature | 5 °C |
|---|
Reaction Steps
2-Benzyl-1-pyrroline (Example 1b, 85%, 74 g, 0.395 mol), dissolved in MeOH (360 ml), is treated with NaHCO3 (38 g, 0.45 mol), and the mixture is cooled to 5° C. A solution of chloroacetaldehyde (45% strength in water, 68 g, 0.4 mol), dissolved in MeOH (100 ml) is added dropwise to the solution at this temperature, and the mixture is stirred for 18 h with exclusion of light.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936632B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-2c184a92199544a6b599d95f66902770 |
| Source note | uspto-grants-2005_08 |