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

HRID 505674

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.C[O-].[Na+].CO>>[N:8]1([C:1](=[O:6])[C@H:2]([OH:3])[CH3:4])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1

Participants

Reactant 4

HCID 887Methanol

HCID 8083Morpholine

HCID 637514(+)-Methyl lactate

HCID 10942334Sodium Methoxide

Product 1

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

Conditions

Temperature: 50 °C

Procedure

To (R)-methyl lactate (24.42 g, 0.23 mol) were added morphline (21.46 g, 0.25 mol) and sodium methoxide in methanol (14%, 9.04 g, 0.02 mol) and the mixture was stirred for 3 hours at 50° C. After removal of the solvent in vacuo, the residue was subjected to azeotropic distillation three times with toluene to give the subject compound (quant.).

Workup

customAfter removal of the solvent in vacuo
distillationthe residue was subjected to azeotropic distillation three times with toluene
customto give the subject compound (quant.)

Sources & evidence

ORD record: ord-e707a0c4b0174d8e9cf946366f8c997f
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07781479B2

Linked notes

Loading…