Morpholine → HCID 86682305, compound

HRID 1055203Notes

Reaction equation

HRID 1055203 reaction equation
[CH3:1][O:2][CH2:3][C:4](=[O:10])[CH2:5][C:6]([O:8]C)=O.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>>[CH3:1][O:2][CH2:3][C:4](=[O:10])[CH2:5][C:6]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)=[O:8]

Participants

3

Reactant 2

HCID 8083Morpholine2×HCID 123500Methyl 4-methoxyacetoacetate

Product 1

HCID 86682305HCID 86682305, compound

Procedure

0.346 mol (50.5 g) of methyl 4-methoxy-acetoacetate and 0.363 mol (31.6 g) of morpholine was stirred for 20 h at 110° C. in a Dean-Stark apparatus. There were further added 0.069 mol (6.02 g) of morpholine and stirred further 3 hours. Subsequently, the excess starting materials were distilled off on a rotary evaporator. 67.3 g of crude product was chromatographed over 600 g silica gel with ethyl acetate/ethanol 9/1. There were 36.9 g of the title compound.

Workup

  1. distillationSubsequently, the excess starting materials were distilled off on a rotary evaporator
  2. custom67.3 g of crude product was chromatographed over 600 g silica gel with ethyl acetate/ethanol 9/1

Sources & evidence

ORD record
ord-a6ea6ad9ae4f450580b181d0f3da4501
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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