Nitroethane → HCID 86677955, compound

Participants

Reaction Steps

In a 100 mL round-bottomed flask, nitroethane (1.42 ml, 26.3 mmol) and tetrahydro-2H-pyran-4-carbaldehyde (1.0 g, 8.76 mmol) were combined with THF (5 ml) and tert-butanol to give a colorless solution. Potassium tert-butoxide (197 mg, 1.75 mmol,) was added at room temperature. After 30 min at room temperature, the reaction mixture was diluted with EtOAc and water. The organic phase was separated, dried, and evaporated to provide 1.3 g (79%) of crude 2-nitro-1-(tetrahydro-pyran-4-yl)-propan-1-ol as a colorless oil. 1H NMR (300 MHz, CDCl3) δ ppm 4.74 (quin, J=6.61 Hz, 1H), 4.61 (qd, J=6.80, 3.02 Hz, 1H), 3.91-4.10 (m, 7H), 3.60 (t, J=5.48 Hz, 1H), 3.28-3.54 (m, 3H), 2.20-2.28 (m, 3H), 1.89-2.00 (m, 4H), 1.11-1.74 (m, 16H).

Provenance & Evidence