HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → [(1,4-Dioxa-spiro[4.5]dec-8-yl)-4-fluorophenylmethyl]-dimethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Dimethylamino-(1,4-dioxaspiro[4.5]dec-8-yl)-acetonitrile | HCID 57839521 | — |
| Reactant | HCID 178418676 | HCID 178418676 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | [(1,4-Dioxa-spiro[4.5]dec-8-yl)-4-fluorophenylmethyl]-dimethylamine | HCID 66703550 | — |
Reaction Steps
A solution of the aminonitrile 3 (19.89 g, 88 mmol) in abs. THF (160 ml) was added dropwise, under argon and while cooling with ice, to a 1M solution of 4-fluorophenylmagnesium bromide in THF (220 ml, 220 mmol), and stirring was carried out for 20 h at RT. For working up the reaction mixture, saturated ammonium chloride solution (100 ml) and water (100 ml) were added, while cooling with ice, and extraction with diethyl ether (3×100 ml) was carried out. The organic phase was washed with water and saturated sodium chloride solution, dried (Na2SO4) and concentrated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058475B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-7c2ddd5b1c0547f89aca1722448ccad1 |
| Source note | uspto-grants-2011_11 |