Benzyl (3-oxomorpholin-4-yl)acetate → 2-(3-Oxomorpholin-4-yl)acetic acid

HRID 2068870Notes

Reaction equation

HRID 2068870 reaction equation
[O:1]=[C:2]1[CH2:7][O:6][CH2:5][CH2:4][N:3]1[CH2:8][C:9]([O:11]CC1C=CC=CC=1)=[O:10]>CO.[OH-].[Pd+2].[OH-].[C]>[O:1]=[C:2]1[CH2:7][O:6][CH2:5][CH2:4][N:3]1[CH2:8][C:9]([OH:11])=[O:10]

Participants

4

Reactant 1

HCID 58550356Benzyl (3-oxomorpholin-4-yl)acetate

Product 1

HCID 509905662-(3-Oxomorpholin-4-yl)acetic acidYield 99.6%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 887MethanolSolvent

Procedure

Under an argon atmosphere, to a solution of benzyl (3-oxomorpholin-4-yl)acetate (319 mg, 1.3 mmol) in methanol (5 ml) was added 20% palladium hydroxide-carbon (64 mg) at room temperature. Then, the mixture was stirred for 2 hr under a hydrogen atmosphere at normal pressure. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure to give the title compound (206 mg, yield over weight).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-36ca9adc04984677aa01f6eaa929630b
Source dataset
uspto-grants-2012_10
Patent number
US08299070B2

Reaction notes

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