Methanol → HCID 19350165, compound

HRID 1636979Notes

Reaction equation

HRID 1636979 reaction equation
[NH2:1][C:2]([CH3:9])([CH:6](C)[CH3:7])[C:3]([NH2:5])=[O:4].[CH3:10]O.[CH:12](=O)[CH2:13][CH2:14][CH2:15][CH3:16]>O>[CH2:15]([CH:16]1[NH:1][C:2]([CH3:9])([CH2:6][CH2:7][CH3:10])[C:3](=[O:4])[NH:5]1)[CH2:14][CH2:13][CH3:12]

Participants

5

Reactant 3

HCID 887MethanolHCID 8063PentanalHCID 97937732-Amino-2,3-dimethylbutanamide

Product 1

HCID 19350165HCID 19350165, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

20.0 g of 2-amino-2,3-dimethylbutyramide (>96%, 0.147 mol.) are dissolved at room temperature in 100 ml of H2O and 50 ml of methanol and mixed with 13.2 g of valeraldehyde (0.152 mol.). The mixture is heated for 2.5 hours at 70° C. The two-phase mixture is extracted three times at room temperature using 200 ml of MIBK each time, and the combined organic phases are concentrated in vacuo. 25.3 g (97.8% (cis/trans mixture: 25:72; no assignment) of a white solid were obtained, corresponding to a yield of 82% of the theoretical yield.

Workup

  1. extractionThe two-phase mixture is extracted three times at room temperature
  2. concentrationthe combined organic phases are concentrated in vacuo
  3. customno assignment) of a white solid were obtained, corresponding to a yield of 82% of the theoretical yield

Sources & evidence

ORD record
ord-56ea37d7110249abb97a531867bdcd8a
Source dataset
uspto-grants-2000_03
Patent number
US06037474

Reaction notes

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