Acetyl chloride → HCID 15408330, compound

HRID 1856904Notes

Reaction equation

HRID 1856904 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][CH:13]=[C:14]2[CH2:17][CH2:18][NH:19][C:20](=[O:22])[CH3:21])=[CH:9][CH:8]=1.[C:23](Cl)(=[O:25])[CH3:24]>ClCCl>[C:23]([C:12]1[CH:13]=[C:14]([CH2:17][CH2:18][NH:19][C:20](=[O:22])[CH3:21])[C:15]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([O:6][CH3:5])[CH:16]=2)(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 82148AgomelatineHCID 6451240Aluminum(III) Chloride

Product 1

HCID 15408330HCID 15408330, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.45 mol (60 g) of aluminium chloride are added at 0° C. to a solution of 0.16 mol (40 g) of N-[2-(7-methoxy-1-naphthyl)ethyl]acetamide (described in Patent EP 447 285) in 350 ml of dichloromethane. 0.21 mol (15.3 ml) of acetyl chloride is then added dropwise at 0° C. The reaction medium is stirred at room temperature for 1 hour and then poured onto ice. The organic phase is decanted and concentrated to yield the expected compound.

Workup

  1. additionpoured onto ice
  2. customThe organic phase is decanted
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-287d5809c69247ccb239c86ae7847d69
Source dataset
uspto-grants-2000_11
Patent number
US06143789

Reaction notes

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