Potassium Iodide → HCID 70290042, compound

HRID 1290782

Reaction equation

HRID 1290782 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[C:19]3[O:18][CH2:17][CH2:16][O:15][C:14]=3[CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5]1.BrC[CH:22]=[O:23].[I-].[K+].C(=O)([O-])[O-].[K+].[K+].O1[CH2:37][CH2:36][O:35][CH2:34]C1>C(OCC)(=O)C.CO.O>[O:15]1[C:14]2[CH:13]=[CH:12][CH:11]=[C:10]([N:7]3[CH2:6][CH2:5][N:4]([CH2:3][CH2:2][NH:1][CH2:37][CH:36]([O:35][CH3:34])[O:23][CH3:22])[CH2:9][CH2:8]3)[C:19]=2[O:18][CH2:17][CH2:16]1

Participants

8

Reactant 5

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 105131Acetaldehyde, bromo-HCID 105876411-(2-Amino-1-ethyl)-4-(1,4-benzodioxan-5-yl)piperazine

Product 1

HCID 70290042HCID 70290042, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 21584119Ethylacetate methanolSolvent

Procedure

A mixture of 1-(2-amino-1-ethyl)-4-(1,4-benzodioxan-5-yl)piperazine (9.1 g), bromoacetaldehyde dimethylacetale (6.5 g), potassium iodide (0.5 g), and potassium carbonate (4.8 g) in 1,4-dioxan (200 ml) was refluxed for 16 h. Water was added followed by extraction with ethyl acetate. The organic phase was concentrated in vacuo leaving an oil which was applied to a silica gel column (eluent: ethyl acetate/methanol=1:3). The product, 1-(1,4-benzodioxan-5-yl)-4-[2-(2,2-dimethoxy-1-ethylamino)-1-ethyl]piperazine, was obtained as an oil (4.7 g).

Workup

  1. temperaturewas refluxed for 16 h
  2. extractionfollowed by extraction with ethyl acetate
  3. concentrationThe organic phase was concentrated in vacuo
  4. customleaving an oil which

Sources & evidence

ORD record
ord-0e54196d5bb04784812c649f9f2866f4
Source dataset
uspto-grants-1998_05
Patent number
US05753661

Linked notes

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