HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(Pyrrolidin-1-ylmethyl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-(Pyrrolidin-1-ylcarbonyl)aniline | HCID 577800 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(Pyrrolidin-1-ylmethyl)aniline | HCID 776852 | 92.8% |
Reaction Steps
To a solution of 1.28 g of 4-(pyrrolidin-1-ylcarbonyl)aniline obtained in stage b) below in 100 mL of tetrahydrofuran are added, under argon, 1.28 g of lithium aluminium hydride. The reaction mixture is stirred for one hour at room temperature and then cooled to 0° C. and treated successively with 1.28 mL of water, 1.28 mL of 15% (by weight) sodium hydroxide solution and 3.85 mL of water. The solid formed is filtered off and washed with ethyl acetate, and the filtrate is concentrated under reduced pressure to give 1.1 g of 4-(pyrrolidin-1-ylmethyl)aniline in the form of a dark yellow oil, the characteristics of which are as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07935819B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-2b31dc900f59464ba45724722e5919af |
| Source note | uspto-grants-2011_05 |