Methyl morpholine oxide → HCID 11217711, compound

Temperature

4 °C

67.4 g (0.19 mol) of 72.2% pure 3,6-dichloro-2-methylbenzyl bromide is initially charged in 280 ml of acetonitrile. At 0-5° C., a solution of 54.0 g (0.46 mol) of N-methylmorpholine N-oxide and 280 ml of acetonitrile is added over a period of 25 min, and the mixture is stirred at 0-8° C. for 1 h. The precipitate is filtered off with suction and taken up in 280 ml of acetonitrile, and 250 g (0.42 mol) of 20% strength NMO in acetonitrile are then added at 40° C. The reaction mixture is stirred at 40° C. for 1 h and concentrated under reduced pressure, the residue is taken up in 250 ml of methylene chloride and the mixture is washed three times with 250 ml of water, dried over Na2SO4 and concentrated under reduced pressure. This gives 32.9 g of a product which is 92.6% pure.

1. filtrationThe precipitate is filtered off with suction
2. addition250 g (0.42 mol) of 20% strength NMO in acetonitrile are then added at 40° C
3. stirringThe reaction mixture is stirred at 40° C. for 1 h
4. concentrationconcentrated under reduced pressure
5. washthe mixture is washed three times with 250 ml of water
6. dry with materialdried over Na2SO4
7. concentrationconcentrated under reduced pressure

ORD record

ord-d6a39d2497e24c81b9f40828979d4bf1

Source dataset

uspto-grants-2003_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06603017B2