Triethylamine → 4-Methyl-4-nitropentyl methanesulfonate

4-Methyl-4-nitropentanol (4.3 g, 29.2 mmol) was dissolved in methylene chloride (100 ml) and triethylamine (6.1 ml, 43.8 mmol) was added, which was followed by ice-cooling. Methanesulfonyl chloride (2.94 ml, 38.0 mmol) was added and the mixture was stirred for 1 h under ice-cooling. The mixture was washed with water (50 ml), 0.5 mol/L hydrochloric acid (50 ml), 5% aqueous sodium hydrogencarbonate solution (50 ml) and saturated brine (50 ml). Methylene chloride was evaporated by concentration under reduced pressure and the residue was subjected to crystallization with ethyl acetate (4 ml) and n-hexane (20 ml). After filtration, the residue was dried under reduced pressure at 40° C. to give the objective compound (6.17 g, yield 93.8%).

1. temperaturecooling
2. temperaturecooling
3. washThe mixture was washed with water (50 ml), 0.5 mol/L hydrochloric acid (50 ml), 5% aqueous sodium hydrogencarbonate solution (50 ml) and saturated brine (50 ml)
4. customMethylene chloride was evaporated by concentration under reduced pressure
5. customthe residue was subjected to crystallization with ethyl acetate (4 ml) and n-hexane (20 ml)
6. filtrationAfter filtration
7. customthe residue was dried under reduced pressure at 40° C.

ORDレコード

ord-5a2594f398a74c51b270636a357d80a4

出典データセット

uspto-grants-2006_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07012152B2