2-Chloro-1-(2,5-dimethylphenyl)propan-1-one → 4,7-Dimethyl-1-indanone

HRID 1195453Notes

Reaction equation

HRID 1195453 reaction equation
Cl[CH:2]([CH3:13])[C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=1[CH3:12])=[O:4]>S(=O)(=O)(O)O>[CH3:11][C:9]1[CH:8]=[CH:7][C:6]([CH3:12])=[C:5]2[C:10]=1[CH2:13][CH2:2][C:3]2=[O:4]

Participants

3

Reactant 1

HCID 37553872-Chloro-1-(2,5-dimethylphenyl)propan-1-one

Product 1

HCID 2200944,7-Dimethyl-1-indanoneYield 65.6%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

The crude 2-(2-chloropropionyl)-1,4-dimethylbenzene was slowly added to concentrated sulfuric acid (400 ml), preheated to 105° C. The solution was then stirred at 105°-110° C. for 30 minutes. The cooled mixture was poured onto cracked ice and the precipitate collected to give 4,7-dimethylindan-1-one (59.4 g, 65.6%) as a pale solid, mp 70° C.

Workup

  1. custompreheated to 105° C
  2. additionThe cooled mixture was poured
  3. customthe precipitate collected

Sources & evidence

ORD record
ord-42f5cdb772c5418fb081459a77d68e16
Source dataset
uspto-grants-1992_05
Patent number
US05110989

Reaction notes

Loading…