Acetone → 3-Butyl-6-(isopropylamino)-phthalide

HRID 2120183

Reaction equation

HRID 2120183 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([CH2:12][CH2:13][CH2:14][CH3:15])[O:7][C:8]2=[O:9])=[CH:4][CH:3]=1.[CH3:16][C:17]([CH3:19])=O>C(O)C.[Pd]>[CH2:12]([CH:6]1[C:5]2[C:10](=[CH:11][C:2]([NH:1][CH:17]([CH3:19])[CH3:16])=[CH:3][CH:4]=2)[C:8](=[O:9])[O:7]1)[CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 2

HCID 180AcetoneHCID 98777066-Amino-3-butyl-phthalide

Product 1

HCID 99648533-Butyl-6-(isopropylamino)-phthalide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 4.1 g (20.0 mmol) of compound obtained in Example 4 in 4 ml of acetone and 96 ml of anhydrous ethanol there is added 10% Pd—C catalyst. The mixture is hydrogenated under a hydrogen pressure of 3-3.5 kg/cm2. After the absorption of hydrogen is complete, the catalyst is filtered off and the filtrate is concentrated in vacuo to dryness. The residue is crystallised from dilute ethanol to give the title compound.

Workup

  1. customAfter the absorption of hydrogen
  2. filtrationthe catalyst is filtered off
  3. concentrationthe filtrate is concentrated in vacuo to dryness
  4. customThe residue is crystallised from dilute ethanol

Sources & evidence

ORD record
ord-8484c0784fa546faa001dddbf1c438e2
Source dataset
uspto-grants-2004_02
Patent number
US06689808B2

Linked notes

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