Dimethylamine → HCID 13142990, compound

HRID 1055196Notes

Reaction equation

HRID 1055196 reaction equation
C[O:2][C:3](=O)[CH2:4][C:5](=[O:8])[CH2:6][CH3:7].C(O)C.[CH3:13][NH:14][CH3:15]>>[CH3:13][N:14]([CH3:15])[C:3](=[O:2])[CH2:4][C:5](=[O:8])[CH2:6][CH3:7]

Participants

4

Reactant 3

HCID 674DimethylamineHCID 702EthanolHCID 121699Methyl 3-oxovalerate

Product 1

HCID 13142990HCID 13142990, compound

Conditions

Temperature
100 °C

Procedure

0.8 mol (100 ml) methyl-3-oxovalerate (3-oxo-pentanoic acid methylester) and 250 ml 33% dimethylamine solution in ethanol (approx. 1.4 mol dimethylamine) was stirred for 4 hours at 110° C. in a pressure reactor. After cooling off, the solvents were distilled off on a rotavap, the raw products were taken up in 40 ml water, 30 ml 32% HCl and 40 ml ethanol and stirred for 24 hours at 100° C. The mixture was again concentrated to dryness by evaporation, taken up again in 300 ml acetic ester and filtrated. The filtrate was concentrated to dryness by evaporation and the product was completely dried under an oil-pump vacuum. 25.8 g of the title compound was obtained.

Workup

  1. temperatureAfter cooling off
  2. distillationthe solvents were distilled off on a rotavap
  3. concentrationThe mixture was again concentrated to dryness by evaporation
  4. filtrationfiltrated
  5. concentrationThe filtrate was concentrated to dryness by evaporation
  6. customthe product was completely dried under an oil-pump vacuum

Sources & evidence

ORD record
ord-acf74441962b453bafe521d99b15ecc7
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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