Oxygen → HCID 86754077, compound

HRID 1075698Notes

Reaction equation

HRID 1075698 reaction equation
[C:1]([NH:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][OH:10])(=[O:3])[CH3:2].[O:11]=O.[OH-].[Na+:14]>O.[Pd]>[C:1]([NH:4][CH2:5][CH2:6][O:7][CH2:8][C:9]([O-:11])=[O:10])(=[O:3])[CH3:2].[Na+:14]

Participants

6

Reactant 3

HCID 977OxygenHCID 14798Sodium HydroxideHCID 14143909118974-46-2

Product 1

HCID 86754077HCID 86754077, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

73.5 g of 5-acetylamino-3-oxa-1-pentanol were dissolved in 425 g of water, and 2.90 g of Pd/C (10% by weight) were added. The solution was heated to 70° C. and, while stirring vigorously, about 50 ml/min O2 were passed continuously through the solution under atmospheric pressure for 5 h. Throughout the reaction, the pH was kept at 10 by continuously metering in a total of 116 g of 20% by weight aqueous NaOH. The remaining solution was then extracted with ethyl acetate in a perforator for 3 days. The aqueous phase was then distilled to dryness to leave 77.8 g (corresponding to 85% of theory) of NMR-pure sodium 5-acetylamino-3-oxapentanoate.

Workup

  1. customThroughout the reaction
  2. extractionThe remaining solution was then extracted with ethyl acetate in a perforator for 3 days
  3. distillationThe aqueous phase was then distilled to dryness

Sources & evidence

ORD record
ord-1e686657a8734190a193fe4826ec349b
Source dataset
uspto-grants-1999_05
Patent number
US05907055

Reaction notes

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