Potassium Iodide → HCID 70290042, compound

HRID 369767

Reaction equation

HRID 369767 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 10587641HCID 10587641, compound

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-a9408372408f465faf1f6e2346ffb2fa
Source dataset
uspto-grants-2000_10
Patent number
US06140331

Linked notes

Loading…