Morpholine → HCID 10910512, compound

HRID 1055202Notes

Reaction equation

HRID 1055202 reaction equation
CO[C:3](=[O:10])[CH2:4][C:5](=[O:9])[CH:6]([CH3:8])[CH3:7].[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>>[CH3:8][CH:6]([CH3:7])[C:5](=[O:9])[CH2:4][C:3]([N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1)=[O:10]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 2759969Methyl 4-methyl-3-oxopentanoate

Product 1

HCID 10910512HCID 10910512, compoundYield 88.9%

Procedure

0.351 mol (49.6 ml) of 4-methyl-3-oxovaleric acid methyl ester and 0.369 mol (32.3 ml) morpholine were stirred for 14 hours at 110° C. in a Dean-Stark apparatus. 8 ml methanol were collected. Subsequently, the excess starting materials was distilled off for 3 h on a rotary evaporator (80° C. water bath, 2 mbar). The crude product was dissolved in 500 ml toluene and extracted with 50 ml of 1 M NaOH and 3 times with 50 ml water, and the organic phase was concentrated on a rotary evaporator to dryness. After drying, 62.2 g of the title compound were obtained.

Workup

  1. custom8 ml methanol were collected
  2. distillationSubsequently, the excess starting materials was distilled off for 3 h on a rotary evaporator (80° C. water bath, 2 mbar)
  3. dissolutionThe crude product was dissolved in 500 ml toluene
  4. extractionextracted with 50 ml of 1 M NaOH and 3 times with 50 ml water
  5. concentrationthe organic phase was concentrated on a rotary evaporator to dryness
  6. customAfter drying

Sources & evidence

ORD record
ord-a276eb8b578247229a90809c9aaaf83b
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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