Nitromethane → 3-Hexanone, 6-nitro-

Temperature

-10 °C

To ethylvinylketone (41.4 g, 493 mmol) in MeOH (150 mL) and nitromethane (160 mL) was added sodium methoxide (ca. 123 mmol; 27 mL of a 25% solution in MeOH). The mixture was warmed to −10° C. over 30 min. After 1.5 h at −10° C., the mixture was quenched with saturated NH4Cl (250 mL) and water (250 mL). The mixture was pured into a separatory funnel and the lower organic layer was removed. The aqueous portion was extracted with CH2Cl2 (2×250 mL) and the combined organic portions were dried with MgSO4 and concentrated. The resultant liquid was reconcentrated from toluene (2×250 mL) followed by methanol (1×250 mL) to yield the desired material.

1. customthe mixture was quenched with saturated NH4Cl (250 mL) and water (250 mL)
2. customThe mixture was pured into a separatory funnel
3. customthe lower organic layer was removed
4. extractionThe aqueous portion was extracted with CH2Cl2 (2×250 mL)
5. dry with materialthe combined organic portions were dried with MgSO4
6. concentrationconcentrated

ORD record

ord-b0837237f25f49f580bf8a8f7cc2b730

Source dataset

uspto-grants-2006_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07119207B2