Chloroacetyl chloride → HCID 10752379, compound

HRID 704626Notes

Reaction equation

HRID 704626 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][CH2:6][C:7](Cl)=[O:8].[CH3:10][C:11]1([CH3:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][C:12]1=[O:20]>C(=S)=S>[Cl:5][CH2:6][C:7]([C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:20])[C:11]2([CH3:21])[CH3:10])=[O:8]

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 3131003,3-Dimethyl-1,3-dihydro-indol-2-oneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 10752379HCID 10752379, compoundYield 103.1%

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

To ice-cooled carbon disulfide (77 ml) were added anhydrous aluminum chloride (61.2 g) and chloroacetyl chloride (36.5 g), and then 2,3-dihydro-3,3-dimethylindol-2-one (24.6 g) was added thereto. The mixture was stirred for 10 minutes at ambient temperature and for 4 hours at 35° to 40° C. The solvent was removed by decantation and to the residue was added ice-water. The resulting crystal was collected, washed with water and dried to give 5-chloroacetyl-2,3-dihydro-3,3-dimethylindol-2-one (37.39 g).

Workup

  1. customThe solvent was removed by decantation and to the residue
  2. additionwas added ice-water
  3. customThe resulting crystal was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-8cddfe6d01104f0ca37714b971946698
Source dataset
uspto-grants-1991_01
Patent number
US04988698

Reaction notes

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