Morpholine → HCID 14950472, compound

HRID 1055234Notes

Reaction equation

HRID 1055234 reaction equation
CO[C:3](=[O:9])[CH2:4][C:5](=[O:8])[CH2:6][CH3:7].[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1>CO>[N:10]1([C:3](=[O:9])[CH2:4][C:5](=[O:8])[CH2:6][CH3:7])[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 121699Methyl 3-oxovalerate

Product 1

HCID 14950472HCID 14950472, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

50.0 g (384 mmol) of 3-oxovaleric acid methyl ester and 35.1 g (403 mmol) of morpholine were heated for 9 h at 110° C., whereby the methanol formed was removed via a distillation bridge. The reaction mixture was then freed of volatile constituents on a rotary evaporator and purified by column chromatography (silica gel, eluent: gradient of ethyl acetate to ethanol). The pure product fractions were freed from solvent on a rotary evaporator and yielded 39.7 g (60%) of a viscous, colorless, clear oil.

Workup

  1. customwas removed via a distillation bridge
  2. customThe reaction mixture was then freed of volatile constituents on a rotary evaporator
  3. custompurified by column chromatography (silica gel, eluent: gradient of ethyl acetate to ethanol)
  4. customThe pure product fractions were freed from solvent on a rotary evaporator
  5. customyielded 39.7 g (60%) of a viscous, colorless, clear oil

Sources & evidence

ORD record
ord-081335f683c6447d9c5fd0bea4bcdeed
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

Loading…