Morpholine → 2-Methylene4-morpholin-4-yl-4-oxo-butyric acid

HRID 1830151Notes

Reaction equation

HRID 1830151 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:7]1(=[O:14])[O:13][C:11](=[O:12])[CH2:10][C:8]1=[CH2:9]>>[N:1]1([C:11](=[O:12])[CH2:10][C:8](=[CH2:9])[C:7]([OH:14])=[O:13])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 75110Itaconic Anhydride

Product 1

HCID 220540222-Methylene4-morpholin-4-yl-4-oxo-butyric acid

Procedure

Morpholine (20 mL, 228.6 mmol) was slowly added to a stirring solution of itaconic anhydride (25.1 g, 228.6 mmol) suspended in dichloromethyl at 0° C. The reaction mixture was allowed to slowly warm to room temperature. Upon completion (LCMS), volatiles were removed by vacuum under reduced pressure. Crude yield: 44.96 g, 99%. Product was used without further purification.

Workup

  1. customsuspended in dichloromethyl at 0° C
  2. customUpon completion (LCMS), volatiles were removed by vacuum under reduced pressure
  3. customProduct was used without further purification

Sources & evidence

ORD record
ord-27bb447413a449bf8ea04c9247f4c314
Source dataset
uspto-grants-2006_06
Patent number
US07064123B1

Reaction notes

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