2-Hydroxyhexanoic acid → 5-Butyloxazolidine-2,4-dione

HRID 967351

Reaction equation

HRID 967351 reaction equation
OC(CCCC)C(N)=O.[Na].[CH2:11]([CH:15]1[O:19][C:18](=[O:20])[NH:17][C:16]1=[O:21])[CH2:12][CH2:13][CH3:14].OC(CCCC)C(O)=O>>[CH2:11]([CH:15]1[O:19][C:18](=[O:20])[NH:17][C:16]1=[O:21])[CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 3

HCID 998242-Hydroxyhexanoic acidHCID 9833961Hexanamide, 2-hydroxy-2×HCID 697451525-Butyl-oxazolidin-2,4-dione sodium salt

Product 1

HCID 99422045-Butyloxazolidine-2,4-dione

Procedure

A part of the reaction solution was sampled and the components of the reaction solution were analyzed by HPLC, as a result, the concentration of the starting material 2-hydroxyhexanoic acid amide was 1.6 mass % in the solution, the concentration of 5-butyl-oxazolidin-2,4-dione sodium salt as the objective product was 24.0 mass % in the solution and the concentration of 2-hydroxyhexanoic acid was 2.3 mass % in the solution. From these analysis values, the conversion of 2-hydroxyhexanoic acid amide was 92.6% and the yield in terms of 5-butyl-oxazolidin-2,4-dione was 82.1%.

Workup

  1. aliquotA part of the reaction solution was sampled

Sources & evidence

ORD record
ord-ff9ac95875e74c2f847a4266786d5038
Source dataset
uspto-grants-2005_10
Patent number
US06953859B2

Linked notes

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