HCID 58367825, compound → 4-Acetylmorpholine-2-carboxylic acid

HRID 42242Notes

Reaction equation

HRID 42242 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][O:7][CH:6]([C:10]([O:12]CC2C=CC=CC=2)=[O:11])[CH2:5]1)(=[O:3])[CH3:2]>C(O)C.[Pd]>[C:1]([N:4]1[CH2:9][CH2:8][O:7][CH:6]([C:10]([OH:12])=[O:11])[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 58367825HCID 58367825, compound

Product 1

HCID 205980784-Acetylmorpholine-2-carboxylic acidYield 24.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent2×

Procedure

Phenylmethyl 4-acetyl-2-morpholinecarboxylate (313 mg, 1.189 mmol) was dissolved in ethanol (5 ml) and hydrogenated at 30 bar on H-Cube using 10% palladium on carbon. The mixture was blown to dryness under a stream of nitrogen to give the starting material. The starting material was dissolved in ethanol (5 ml) and hydrogenated at 50 bar on H-Cube using10% palladium on carbon. The mixture was blown to dryness under a stream of nitrogen to give the title compound (50 mg) as a colourless oil.

Workup

  1. customto give the starting material

Sources & evidence

ORD record
ord-769d03fac57d41adbaecec5d71540e64
Source dataset
uspto-grants-2013_09
Patent number
US08536169B2

Reaction notes

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