Triethylamine → 1-(3-Nitrophenyl)ethyl methanesulfonate

Temperatur

20 °C

A solution of 4.63 ml (59.8 mmol) of methane sulphonyl chloride diluted with 20 ml of dichloromethane is added dropwise to a solution of 10 g (59.8 mmol) of 3-nitrophenylethanol and 8.31 ml (59.8 mmol) of triethylamine in 120 ml of dichloromethane, cooled down with an ice bath. Agitation is maintained for 1 hour at 0° C. and for 2 hours at 20° C. The reaction mixture is then concentrated under vacuum and the residue is taken up in 125 ml of ethyl acetate and 100 ml of water. After agitation and decantation, the organic phase is washed successively with 100 ml of water and 100 ml of salt water. The organic solution is dried over magnesium sulphate, filtered and concentrated under vacuum. The evaporation residue is purified on a silica column (eluent heptane/ethyl acetate 6/4) and the pure fractions are collected and evaporated in order to produce a yellow oil with a yield of 71%.

1. temperaturecooled down with an ice bath
2. concentrationThe reaction mixture is then concentrated under vacuum
3. washAfter agitation and decantation, the organic phase is washed successively with 100 ml of water and 100 ml of salt water
4. dry with materialThe organic solution is dried over magnesium sulphate
5. filtrationfiltered
6. concentrationconcentrated under vacuum
7. customThe evaporation residue is purified on a silica column (eluent heptane/ethyl acetate 6/4)
8. customthe pure fractions are collected
9. customevaporated in order
10. customto produce a yellow oil with a yield of 71%

ORD-Eintrag

ord-5b5db0e03e8d49e280655dd9b2a847ba

Quelldatensatz

uspto-grants-2007_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07186752B2