Dichloromethane → HCID 12571421, compound

To a solution of 2-butanone (6.2 ml, 69 mmol) and morpholine (18.1 ml, 208 mmol) in n-pentane (400 ml) was added dropwise 1 M titanium tetrachloride solution in dichloromethane (38.1 ml, 38.1 mmol) at 0-5° C. The cooling bath was removed and the mixture was stirred for 20 h. The precipitate was removed by filtration and washed with two 100-ml portions of diethyl ether. The filtrate was concentrated in vacuo. The residue was distilled over a vigreux column in a Kugelrohr oven (1 mbar, 40-70° C.) to give the title compound (5.1 g, 52%) as colorless oil.

1. customThe cooling bath was removed
2. customThe precipitate was removed by filtration
3. washwashed with two 100-ml portions of diethyl ether
4. concentrationThe filtrate was concentrated in vacuo
5. distillationThe residue was distilled over a vigreux column in a Kugelrohr oven (1 mbar, 40-70° C.)

ORD record

ord-ac6005dd75404ddf84e90d886e239edd

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08513238B2