Ethanol → HCID 45117974, compound

HRID 606126Notes

Reaction equation

HRID 606126 reaction equation
O.NN.[CH2:4]([C:8]1[O:12][N:11]=[C:10]([CH2:13][N:14]2C(=O)C3C(=CC=CC=3)C2=O)[CH:9]=1)[CH2:5][CH2:6][CH3:7].C(O)C>C1COCC1>[CH2:4]([C:8]1[O:12][N:11]=[C:10]([CH2:13][NH2:14])[CH:9]=1)[CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 67041495HCID 67041495, compound

Product 1

HCID 45117974HCID 45117974, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of hydrazine hydrate (888 mg, 15.1 mmol) in THF (5 mL) was added to a solution of 2-[(5-butylisoxazol-3-yl)methyl]-1H-isoindole-1,3(2H)-dione (2.14 g, 7.53 mmol) in 2:1 ethanol:THF (60 mL), and the solution was heated at reflux gently for four hours. A precipitate formed and was removed by filtration and washed with THF. The filtrate was concentrated under reduced pressure to provide 1.0 g of (5-butylisoxazol-3-yl)methylamine as a pale yellow solid.

Workup

  1. temperatureat reflux gently for four hours
  2. customA precipitate formed
  3. customwas removed by filtration
  4. washwashed with THF
  5. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-fec59b1c333145d2ba6ea6463a51d93c
Source dataset
uspto-grants-2011_03
Patent number
US07915281B2

Reaction notes

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