Ammonium Chloride → HCID 66644093, compound

HRID 2406633Notes

Reaction equation

HRID 2406633 reaction equation
[CH2:1]([N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[Cl-].C[Al+]C.[CH3:20][O:21][C:22](=[O:29])[CH2:23][CH2:24][CH2:25][C:26](Cl)=[O:27].[Cl-].[NH4+]>C(Cl)Cl.CCCCCC.C(OCC)(=O)C>[CH3:20][O:21][C:22](=[O:29])[CH2:23][CH2:24][CH2:25][C:26]([C:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH:8]=1)=[O:27]

Participants

8

Reactant 4

HCID 25517Ammonium ChlorideHCID 73916Methyl 4-chloroformylbutyrateHCID 127154041-Hexyl-1H-indoleHCID 16686359Dimethylalumanylium chloride

Product 1

HCID 66644093HCID 66644093, compound

Reagents, catalysts & solvents 3

HCID 6344DichloromethaneSolventHCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1-hexyl-1H-indole in methylene chloride at 0° C. was added dimethyl aluminum chloride solution in hexane. The reaction mixture was stirred for 30 minutes. To the above reaction mixture was added 4-chlorocarbonyl-butyric acid methyl ester at 0° C. and the reaction mixture was stirred for 3 hours. The reaction was treated with saturated ammonium chloride and ethyl acetate. The product was purified by column chromatography.

Workup

  1. stirringthe reaction mixture was stirred for 3 hours
  2. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-eefb3d566e4143869e2c90fbf57ea357
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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