HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-[(1-Naphthyloxy)methyl]pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,1-Dimethylethyl 3-[(1-naphthalenyloxy)methyl]-1-pyrrolidinecarboxylate | HCID 67416450 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-[(1-Naphthyloxy)methyl]pyrrolidine | HCID 45075577 | 72.2% |
Reaction Steps
A solution of 0.42 g (1.28 mmol) of 1,1-dimethylethyl 3-[(1-naphthalenyloxy)methyl]-1-pyrrolidinecarboxylate, prepared in Step 12.1, in 10 ml of 1,4-dioxane and 6 ml of a 2N solution of aqueous hydrochloric acid is stirred for 6 hours. It is evaporated to dryness and then coevaporation is carried out twice with toluene. The solid residue is washed with diethyl ether. The solid is taken up in dichloromethane and concentrated ammonia solution is added until a basic pH is obtained. The system is filtered on a Whatman PTFE cartridge and the organic phase is concentrated, to give 0.21 g of oily product, which is used as it is in the following step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07674805B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-ac6afefcd71e4832b9bbaecc7e3270dc |
| Source note | uspto-grants-2010_03 |