Hydrochloric Acid → Methyl 2-propyl-6-heptenoate

To a solution of lithium diisopropyl amide, which was prepared from diisopropylamine (6.6 g) in dry tetrahydrofuran (50 ml) and 15% butyl lithium in hexane solution (38 ml) at -65° to -60° C. in a nitrogen atmosphere, were added dropwise a solution of methyl pentanoate (7 g) in dry tetrahydrofuran (65 ml) followed by a solution of 5-bromo-1-pentene (9 g) in dry tetrahydrofuran (30 ml) at the same temperature. The mixture was stirred for 4 hours at -65° to 0° C. All the operations described above were carried out in a nitrogen atmosphere. Diluted hydrochloric acid (25 ml) and toluene (200 ml) were added at 0° C. to the mixture, which was further stirred. The organic layer was separated, washed with water, dried and concentrated. The resulting oily residue (9 g) was purified by silica gel column chromatography to give colorless oil of methyl 2-propyl-6-heptenoate (4.8 g).

1. customThe organic layer was separated
2. washwashed with water
3. customdried
4. concentrationconcentrated
5. customThe resulting oily residue (9 g) was purified by silica gel column chromatography

ORD-Eintrag

ord-03a8983bed7549a7883f36fce2efdad2

Quelldatensatz

uspto-grants-1984_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04443365