Morpholine → (R)-2-Hydroxy-1-morpholinopropan-1-one

HRID 1654202

Reaction equation

HRID 1654202 reaction equation
[C:1]([O:6]C)(=O)[C@@H:2]([CH3:4])[OH:3].[NH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1>>[OH:3][C@H:2]([CH3:4])[C:1]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1)=[O:6]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 637514(+)-Methyl lactate

Product 1

HCID 14978393(R)-2-Hydroxy-1-morpholinopropan-1-one

Conditions

Temperature
85 °C

Procedure

A mixture of methyl (R)-lactate (104 g) and morpholine (260 ml) was heated for 60 hours at 85° C. The reaction mixture was concentrated under reduced pressure, and the concentrate was purified by means of a silica gel chromatography (silica gel 800 g, eluent: hexane-ethyl acetate=1:1→etyl acetate) to give N-[(2R)-2-hydroxypropionyl]morpholine (141 g) as a pale yellow oily product.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe concentrate was purified by means of a silica gel chromatography (silica gel 800 g, eluent: hexane-ethyl acetate=1:1→etyl acetate)

Sources & evidence

ORD record
ord-e2c88ae7f0f4484abfaac00aa80b4848
Source dataset
uspto-grants-1995_04
Patent number
US05405861

Linked notes

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