Valeryl chloride → HCID 20310665, compound

HRID 1438718Notes

Reaction equation

HRID 1438718 reaction equation
[CH:1]1[CH:2]=[CH:3][N:4]2[CH:10]=[CH:9][C:8]3[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=3[C:6](=[O:15])[C:5]=12.[Cl-].[Al+3].[Cl-].[Cl-].[C:20](Cl)(=[O:25])[CH2:21][CH2:22][CH2:23][CH3:24]>C(Cl)Cl>[C:20]([C:2]1[CH:1]=[C:5]2[N:4]([CH:3]=1)[CH:10]=[CH:9][C:8]1[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=1[C:6]2=[O:15])(=[O:25])[CH2:21][CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 61186Valeryl chlorideHCID 6451240Aluminum(III) ChlorideHCID 12909380HCID 12909380, compound

Product 1

HCID 20310665HCID 20310665, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

11H-Pyrrolo[2,1-b][3]benzazepin-11-one (1.0 g.) is dissolved in 20 ml. of methylene chloride and 2.66 g. of aluminum chloride is added with cooling. At room temperature there is added little by little 720 mg. of pentanoyl chloride. Fifteen minutes after the addition is complete the mixture is poured onto ice. The organic phase is separated, filtered, dried and concentrated to dryness. The residue is triturated with ether, collected and dried to give 2-pentanoyl-11H-pyrrolo[2,1-b] [3]benzazepin-11-one.

Workup

  1. temperaturewith cooling
  2. additionAt room temperature there is added little by little 720 mg
  3. additionFifteen minutes after the addition
  4. additionis poured onto ice
  5. customThe organic phase is separated
  6. filtrationfiltered
  7. customdried
  8. concentrationconcentrated to dryness
  9. customThe residue is triturated with ether
  10. customcollected
  11. customdried

Sources & evidence

ORD record
ord-21c78a8734db46919d9c8af102501786
Source dataset
uspto-grants-1977_11
Patent number
US04056536

Reaction notes

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