Acetyl chloride → HCID 10081257, compound

HRID 2268183Notes

Reaction equation

HRID 2268183 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6]2.[C:13](Cl)(=[O:15])[CH3:14].[Al+3].[Cl-].[Cl-].[Cl-]>ClCCCl>[C:13]([C:11]1[CH:10]=[C:9]2[C:5]([CH2:6][C:7](=[O:12])[NH:8]2)=[CH:4][C:3]=1[OH:2])(=[O:15])[CH3:14]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 15142865-MethoxyoxindoleHCID 6451240Aluminum(III) Chloride

Product 1

HCID 10081257HCID 10081257, compoundYield 52.4%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The procedure described in Example 33a was followed with 1,3-dihydro-5-methoxy-2H-indol-2-one (4.4 g, 26.96 mmol), acetyl chloride (4.8 mL, 67.41 mmol), and AlCl3 (14.4 g, 107.8 mmol) in 1,2-dichloroethane (210 mL) for 6 hours. After aqueous work-up and overnight stirring, a precipitate was obtained. This yellow solid was collected by filtration and dried to give the title compound (2.7 g, 52%).

Workup

  1. customa precipitate was obtained
  2. filtrationThis yellow solid was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-049da5d818fd4523b68fe54c57b39733
Source dataset
uspto-grants-2001_12
Patent number
US06326382B1

Reaction notes

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