HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dibromobutane → 1-Phenyl-2-(pyrrolidin-1-yl)propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dibromobutane | HCID 8056 | — |
| Reactant | Phenylpropanolamine | HCID 10297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | beta-Methyl-alpha-phenyl-1-pyrrolidineethanol hydrochloride | HCID 53395958 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-Phenyl-2-(pyrrolidin-1-yl)propan-1-ol | HCID 4079506 | — |
Reaction Steps
A process for the preparation of [R-(R*,S*)]-β-methyl-α-phenyl-1-pyrrolidineethanol hydrochloride or its enantiomer, ##STR53## comprising the steps of: (a) refluxing (1R,2S)-(-)-norephedrine or its enantiomer, ##STR54## with 1,4-dibromobutane in the presence of a base, sodium bicarbonate and a solvent, toluene, at a reaction temperature of about 100° to about 120° C. for reaction time of about 12 to about 24 hours, while removing the water formed to give a toluene solution of crude [R-(R*,S*)]-β-methyl-α-phenyl-1-pyrrolidineethanol or its enantiomer;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05856492 |
| Source dataset | uspto-grants-1999_01 |
| ORD ID | ord-41089307e971488bb18d503e77f05ecd |
| Source note | uspto-grants-1999_01 |