benzyl (S)-2-(morpholin-4-yl)propionate → (S)-2-Morpholin-4-yl-propionic acid

HRID 2068868Notes

Reaction equation

HRID 2068868 reaction equation
[N:1]1([C@@H:7]([CH3:18])[C:8]([O:10]CC2C=CC=CC=2)=[O:9])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>CO.[OH-].[Pd+2].[OH-].[C]>[N:1]1([C@@H:7]([CH3:18])[C:8]([OH:10])=[O:9])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 13765076benzyl (S)-2-(morpholin-4-yl)propionate

Product 1

HCID 7059243(S)-2-Morpholin-4-yl-propionic acidYield 93%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 887MethanolSolvent

Procedure

Under an argon atmosphere, to a solution of benzyl (S)-2-(morpholin-4-yl)propionate (43 g, 172 mmol) in methanol (430 ml) was added 20% palladium hydroxide-carbon (4.3 g) at room temperature, and the mixture was stirred for 3 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 (25.4 g, 93%).

Workup

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

Sources & evidence

ORD record
ord-197a64d754284167a55ef50e8ed5f55a
Source dataset
uspto-grants-2012_10
Patent number
US08299070B2

Reaction notes

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