Selenium Dioxide → HCID 19804046, compound

HRID 1682008Notes

Reaction equation

HRID 1682008 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH2:16][CH:15]([CH2:19][N:20]3[C:26](=[O:27])[CH2:25][C:24]4[CH:28]=[C:29]([O:34][CH3:35])[C:30]([O:32][CH3:33])=[CH:31][C:23]=4[CH2:22][CH2:21]3)[CH2:14]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[Se](=O)=[O:37]>O1CCOCC1.O.C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH2:16][CH:15]([CH2:19][N:20]3[C:26](=[O:27])[C:25](=[O:37])[C:24]4[CH:28]=[C:29]([O:34][CH3:35])[C:30]([O:32][CH3:33])=[CH:31][C:23]=4[CH2:22][CH2:21]3)[CH2:14]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 2

HCID 24007Selenium DioxideHCID 10052339HCID 10052339, compound

Product 1

HCID 19804046HCID 19804046, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

3.8 g (0.0079 mol) of 3-[(N-(2-(3,4-dimethoxy-phenyl)-ethyl)-piperidin-3-yl)-methyl]-7, 8-dimethoxy-1,3,4,5-tetrahydro2H-3-benzazepin-2-one are added at 70° C. to a suspension of 1.4 g (0.0128 mol) of selenium dioxide and 0.8 g of kieselguhr in dioxan/water and refluxed for 16 hours. After cooling, the mixture is diluted with a little ethanol and suction filtered The filtrate is evaporated down in vacuo and purified over 310 g of aluminium oxide (neutral, activity II-III) with methylene chloride and increasing amounts of ethanol (up to 1%).

Workup

  1. temperaturerefluxed for 16 hours
  2. temperatureAfter cooling
  3. filtrationfiltered The filtrate
  4. customis evaporated down in vacuo
  5. custompurified over 310 g of aluminium oxide (neutral, activity II-III) with methylene chloride
  6. temperatureincreasing amounts of ethanol (up to 1%)

Sources & evidence

ORD record
ord-01cd5d5c6b374d73bdf8cd9e0303fee6
Source dataset
uspto-grants-1992_12
Patent number
US05175157

Reaction notes

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