HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-(2,3-Dihydro-1,4-benzodioxin-2-yl)acetonitrile | HCID 267531 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2,3-Dihydro-1,4-benzodioxin-2-yl)ethanamine | HCID 55648 | — |
Reaction Steps
The 2-cyanomethyl-(2,3dihydrobenzo[1,4]dioxine) was dissolved in THF (50 mL) and 1 M BH3 in THF (80 mL, 80 mmol) was added and the reaction mixture refluxed for 5 h, then stirred at ambient temperature for 1 6h. With ice bath cooling, 2N HCl was added until pH=1.0 was achieved. The reaction mixture was then stirred for 1 h at room temperature and evaporated in vacuo to yield an oil. The oil was partitioned between 3N NaOH and diethyl ether, and the diethyl ether solution was washed with brine, dried (Na2SO4) and evaporated in vacuo to yield crude 2-(2,3 dihydrobenzo[1,4]dioxin-2-yl)ethylamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853263B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-878b67cc05054acaa8a449fcc5404ae6 |
| Source note | uspto-grants-2014_10 |