HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 6-(4-Bromophenyl)morpholin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | N-(2-(4-bromophenyl)-2-hydroxyethyl)-2-chloroacetamide | HCID 86698749 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(4-Bromophenyl)morpholin-3-one | HCID 77814734 | 92% |
Reaction Steps
To a solution of N-(2-(4-bromophenyl)-2-hydroxyethyl)-2-chloroacetamide (2.0 g, 6.8 mmol) in THF (20 mL) was added potassium t-butoxide (0.46 g, 8.2 mmol). The mixture was stirred at room temperature overnight. The reaction mixture was quenched with water (20 mL), extracted with ethyl acetate (20 mL×3). The combined organic layers was dried over sodium sulfate, filtered, and concentrated in vacuo to give the title compound (1.6 g, 92% yield) as a yellow solid. 1H NMR: (400 MHz, CDCl3): δ7.46 (d, 2H), 7.20 (d, 2H), 6.56 (s, 1H), 4.67 (m, 1H), 4.35 (d, 1H), 4.24 (d, 1H), 3.40 (m, 2H):
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889730B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-a39e2d2efff44beb8a1ae06f4e68d24a |
| Source note | uspto-grants-2014_11 |