Potassium Iodide → HCID 12773779, compound

HRID 1578106Notes

Reaction equation

HRID 1578106 reaction equation
Cl[CH2:2][C:3](=[O:5])[CH3:4].[I-].[K+].[Cl:8][C:9]1[C:17]([Cl:18])=[C:16]2[C:12]([CH2:13][C:14]([CH3:26])([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:15]2=[O:19])=[CH:11][C:10]=1[OH:27].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:8][C:9]1[C:17]([Cl:18])=[C:16]2[C:12]([CH2:13][C:14]([CH3:26])([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:15]2=[O:19])=[CH:11][C:10]=1[O:27][CH2:2][C:3](=[O:5])[CH3:4]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 936906,7-Dichloro-5-hydroxy-2-methyl-2-phenylindan-1-one

Product 1

HCID 12773779HCID 12773779, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution containing chloroacetone (11 g., 0.12 mole) and potassium iodide (0.5 g.) in acetone (30 ml) is stored in the dark for 18 hours then added in portions over a one hour period to a stirred refluxing mixture of 6,7-dichloro-5-hydroxy-2-methyl-2-phenyl-1-indanone (24.5 g., 0.08 mole) and potassium carbonate (11.0 g., 0.08 mole) in acetone. The acetone is distilled at reduced pressure and the residue slurried with ether and water to give 6,7-dichloro-2-methyl-5-(2-oxopropoxy)-2-phenyl-1-indanone which melts at 144° C. after recrystallization from ethanol.

Workup

  1. additionthen added in portions over a one hour period to a stirred
  2. temperaturerefluxing
  3. distillationThe acetone is distilled at reduced pressure

Sources & evidence

ORD record
ord-43ca9b1e287a41bba209ae92a374fe43
Source dataset
uspto-grants-1981_09
Patent number
US04291050

Reaction notes

Loading…