Morpholine → Chloromethyl 4-morpholinecarboxylate

HRID 1900160Notes

Reaction equation

HRID 1900160 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Cl[C:8]([O:10][CH2:11][Cl:12])=[O:9]>C(Cl)Cl>[N:1]1([C:8]([O:10][CH2:11][Cl:12])=[O:9])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 62754Chloromethyl chloroformate

Product 1

HCID 23371992Chloromethyl 4-morpholinecarboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Morpholine (1 equiv.) is slowly added to a 0.1M solution of chloromethyl chloroformate (10 equiv.) in methylene chloride at low temperature. After 15 min at low temperature and a suitable time at 25° C. the reaction mixture is filtered and concentrated to dryness under reduced pressure. The residue is purified by flash chromatography giving chloromethyl morpholine-4-carboxylate.

Workup

  1. filtrationa suitable time at 25° C. the reaction mixture is filtered
  2. concentrationconcentrated to dryness under reduced pressure
  3. customThe residue is purified by flash chromatography

Sources & evidence

ORD record
ord-749605c877ab4c14aee248009df64e67
Source dataset
uspto-grants-1996_11
Patent number
US05574097

Reaction notes

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