ChemicalBook CAS DataBase List 4-Morpholinecarbonyl chloride

4-Morpholinecarbonyl chloride synthesis

6synthesis methods

Product Name:4-Morpholinecarbonyl chloride
CAS Number:15159-40-7
Molecular formula:C5H8ClNO2
Molecular Weight:149.58

4-Morpholinecarbonyl chloride is prepared by reacting morpholine hydrochloride with phosgene in an inert liquid medium such as toluene and xylene, at 50W150°C, pref. 60W120°C. The morpholine hydrochloride is prepared by dissolving 1 part by weight of morpholine in ≥4 parts of an inert liquid medium and introducing a slightly excessive HCl into the solution under agitation.

110-91-8 Synthesis

110-91-8
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$9.00/1g

32315-10-9 Synthesis

32315-10-9
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$10.00/1g

15159-40-7
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$13.43/250mgs:

Yield:15159-40-7 65%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20; for 3.08333 h;

Steps:

51 Synthesis of Compound 51.2.
Into a 500-mL round-bottom flask was placed ditrichloromethyl carbonate (10.2 g, 34.37 mmol, 1.50 equiv) and dichloromethane (100 mL).
This was followed by the addition of morpholine (2 g, 22.96 mmol, 1.00 equiv) dropwise with stirring at 0° C. in 2 min.
To this was added TEA (4.2 g, 41.51 mmol, 1.81 equiv) dropwise with stirring at 0° C. in 3 min.
The resulting solution was stirred for 3 h at room temperature.
The reaction was then washed by the addition of 100 mL of water.
The mixture was dried over anhydrous sodium sulfate.
The solids were filtered out.
The resulting mixture was concentrated under vacuum.
The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:10).
Purification afforded 2.238 g (65%) of morpholine-4-carbonyl chloride as a light yellow oil.

References:

Nimbus Apollo, Inc.;Harriman, Geraldine C.;Masse, Craig E.;Harwood, James;Bhat, Sathesh;Greenwood, Jeremy Robert US2013/123231, 2013, A1 Location in patent:Paragraph 0680; 0681; 0682

FullText

6976-49-4 Synthesis