Ethyl Acetate → HCID 13520370, compound

HRID 484980Notes

Reaction equation

HRID 484980 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][CH:8]([CH3:24])[CH2:9][CH:10]1[N:15]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:14][CH2:13][NH:12][C:11]1=O.C(OCC)(=O)C>C1COCC1>[CH3:7][CH:8]([CH3:24])[CH2:9][CH:10]1[CH2:11][NH:12][CH2:13][CH2:14][N:15]1[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 13520427HCID 13520427, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13520370HCID 13520370, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium aluminum hydride (3.56 g., 0.094 mole) is added to a stirred solution of 3-(2-methylpropyl)-4-(phenylmethyl)piperazinone (XL, Example 72, 17.43 g., 0.075 mole) in THF (720 ml.). The solution is refluxed for 5 hours and is then cooled. Ethyl acetate is added and the product is partitioned between ether and water. The ether is removed and the product is distilled to give the title compound, a b.p. of 98° at 0.05 mm pressure.

Workup

  1. temperatureThe solution is refluxed for 5 hours
  2. temperatureis then cooled
  3. customthe product is partitioned between ether and water
  4. customThe ether is removed
  5. distillationthe product is distilled

Sources & evidence

ORD record
ord-5aefd658c0124b23b71f6d799c5d5862
Source dataset
uspto-grants-1985_08
Patent number
US04534897

Reaction notes

Loading…