Morpholine → Morpholino(3-nitrophenyl)methanone

Temperatur

0 °C

To stirred solution of 3-nitrobenzoic acid (5 g, 29.9 mmol) in DCM: DMF (30 ml, 29:1) was added oxalyl chloride (3.14 ml, 35.9 mmol) dropwise at RT. Resulting reaction mixture was stirred for 1 h. The mixture was concentrated and the residue was dissolved in DCM (25 ml), the reaction mixture was cooled to 0° C. and triethylamine (6.26 ml, 44.9 mmol) and morpholine (3.13 ml, 35.9 mmol) were added and the reaction mixture was stirred for 1 h. The reaction mixture was concentrated under vacuum and the residue was diluted with cold water, the solid separated out was filtered and washed with n-hexanes and dried under vacuum to give the product (4.9 g).

1. customResulting
2. customreaction mixture
3. concentrationThe mixture was concentrated
4. dissolutionthe residue was dissolved in DCM (25 ml)
5. stirringthe reaction mixture was stirred for 1 h
6. concentrationThe reaction mixture was concentrated under vacuum
7. additionthe residue was diluted with cold water
8. customthe solid separated out
9. filtrationwas filtered
10. washwashed with n-hexanes
11. customdried under vacuum

ORD-Eintrag

ord-2ceddaf9a6db4f9eb02bae758ec6561c

Quelldatensatz

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09428499B2