Dichloromethane → HCID 54142133, compound

HRID 1856961Notes

Reaction equation

HRID 1856961 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3](=[O:10])[CH2:2]1.C([C:13]1[CH:21]=[CH:20][CH:19]=[C:18]2[C:14]=1[CH:15]=[CH:16][NH:17]2)=O.[O-2].[Al+3].[O-2].[O-2].[Al+3].Cl[CH2:28]Cl>>[NH:17]1[C:18]2[C:14](=[CH:13][C:21]([CH:28]=[C:2]3[O:1][C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[C:3]3=[O:10])=[CH:20][CH:19]=2)[CH:15]=[CH:16]1

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 23556CoumaranoneHCID 333703Indole-4-carboxaldehydeHCID 9989226Alumina

Product 1

HCID 54142133HCID 54142133, compound

Procedure

2H-benzofuran-3-one 1 g and 4-formylindol 1.29 g were dissolved in dichloromethane 25 ml, aluminum oxide (manufactured by Merck Co., cat. No. 1076) 24.0 g was added, and the mixture was stirred for two hours, and aluminum oxide was filtered to obtain a reaction solution. Aluminum oxide was washed with dichloromethane 150 ml twice. The dichloromethane solution and the reaction solution were combined and concentrated at a temperature of 40° C. under reduced pressure. The concentrate was dissolved in methanol 20 ml, the solution was allowed to stand at room temperature for two hours. The precipitated crystals were filtered, and the resulting crystals were dried at a temperature of 60° C. for two hours under reduced pressure to obtain the desired compound 1.22 g.

Workup

  1. addition1076) 24.0 g was added
  2. filtrationaluminum oxide was filtered
  3. customto obtain a reaction solution
  4. washAluminum oxide was washed with dichloromethane 150 ml twice
  5. concentrationconcentrated at a temperature of 40° C. under reduced pressure
  6. dissolutionThe concentrate was dissolved in methanol 20 ml
  7. waitto stand at room temperature for two hours
  8. filtrationThe precipitated crystals were filtered
  9. customthe resulting crystals were dried at a temperature of 60° C. for two hours under reduced pressure

Sources & evidence

ORD record
ord-aa10e2220dbc4531af61071e135592d7
Source dataset
uspto-grants-2000_11
Patent number
US06143779

Reaction notes

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