HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Chlorophenacyl bromide → 6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Chlorophenacyl bromide | HCID 68303 | — |
| Reactant | 5-benzyl-3,4-dihydro-2H-pyrrole | HCID 224018 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-(4-chlorophenyl)-7-phenyl-2,3-dihydro-1H-pyrrolizine | HCID 9971656 | 56% |
Reaction Steps
(according to Laufer et al. J. Med. Chem. 1994, 37, 1894-1897) 2-Benzyl-1-pyrroline (Example 1 a, 19.8 g, 80% strength, 0.1 mol), dissolved in MeOH (300 ml) is treated with 4-chlorophenacyl bromide (23,4 g, 0.1 mol) and then with NaHCO3 (10 g, 0.12 mol) and stirred at RT for 16 h with exclusion of light. Precipitated crystallizate is filtered off with suction and washed with MeOH. 16.4 g (56%) of product are obtained after drying.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936632B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-b702cea50b074740a8db945044aa7d56 |
| Source note | uspto-grants-2005_08 |