Succinic anhydride → 4-(Morpholin-4-yl)-4-oxobutanoic acid

HRID 1030777Notes

Reaction equation

HRID 1030777 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.[NH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1>C1COCC1>[O:11]1[CH2:12][CH2:13][N:8]([C:4](=[O:5])[CH2:3][CH2:2][C:1]([OH:6])=[O:7])[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 8083Morpholine

Product 1

HCID 2253784-(Morpholin-4-yl)-4-oxobutanoic acidYield 94%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In 10 ml of THF was dissolved 1.814 g (81.3 mmole) of succinic anhydride, and 7.04 ml (81.3 mmole) of morpholine was added dropwise thereto from a syringe at room temperature under a nitrogen atmosphere. After stirring the reaction mixture for 1 hour, the precipitated crystals were collected by filtration and washed with a 1:2 (by volume) mixture of ethyl acetate and hexane to obtain 14.3 g (percent yield: 94%) of crude crystals of 4-morpholino-4-oxobutyric acid.

Workup

  1. additionwas added dropwise
  2. customat room temperature
  3. filtrationthe precipitated crystals were collected by filtration
  4. washwashed with a 1:2 (by volume) mixture of ethyl acetate and hexane

Sources & evidence

ORD record
ord-3135e70874444d4898fe7bd97b8df619
Source dataset
uspto-grants-1992_04
Patent number
US05106970

Reaction notes

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