Sodium Hydroxide → 6-Morpholino-6-oxohexanoic acid

HRID 16720Notes

Reaction equation

HRID 16720 reaction equation
[N:1]1([C:7](=[O:16])[CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14]C)=[O:13])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO.O>[N:1]1([C:7](=[O:16])[CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 23088646Methyl 6-morpholin-4-yl-6-oxohexanoate

Product 1

HCID 157799496-Morpholino-6-oxohexanoic acidYield 95.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Methyl 6-morpholin-4-yl-6-oxohexanoate (4.60 g) obtained in Reference Example 84(1) is dissolved in methanol (20 ml), and thereto is added a solution of sodium hydroxide (1.61 g) in water (8 ml). The mixture is stirred at room temperature for 19 hours. The reaction solution is concentrated under reduced pressure and the residue is neutralized with 2 N hydrochloric acid. The residue is concentrated under reduced pressure and extracted with chloroform. The organic layer is dried over sodium sulfate and the solvent is concentrated under reduced pressure to give the title compound (4.11 g).

Workup

  1. concentrationThe reaction solution is concentrated under reduced pressure
  2. concentrationThe residue is concentrated under reduced pressure
  3. extractionextracted with chloroform
  4. dry with materialThe organic layer is dried over sodium sulfate
  5. concentrationthe solvent is concentrated under reduced pressure

Sources & evidence

ORD record
ord-98820bb8e0334c53b7e207e3ed04c5d6
Source dataset
uspto-grants-2010_06
Patent number
US07737161B2

Reaction notes

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