Benzene → HCID 86733641, compound

HRID 1659184Notes

Reaction equation

HRID 1659184 reaction equation
CC(C)([O-])C.[K+].C[CH:8]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][C:12]([O:20][CH3:21])=[C:13]([Cl:19])[C:14]=2[Cl:18])[C:9]1=[O:22].C1C=CC=CC=1.O>C(O)(C)(C)C>[Cl:18][C:14]1[C:13]([Cl:19])=[C:12]([O:20][CH3:21])[CH:11]=[C:10]2[C:15]=1[C:16](=[O:17])[CH2:8][C:9]2=[O:22]

Participants

6

Reactant 4

HCID 241BenzeneHCID 962WaterHCID 21527349HCID 21527349, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 86733641HCID 86733641, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent2×

Conditions

Temperature
25 °C

Procedure

Potassium tert-butoxide (5.06 g., 0.045 mole) dissolved in tert-butanol (100 ml.) is added to a refluxing solution of 2-methyl-4,5-dichloro-6-methoxyindan-1,3-dione (7.8 g., 0.03 mole), prepared by the method described in Example 10, Step A, in tert-butanol (150 ml.)-benzene (150 ml.). The mixture is cooled slightly and solid 2,2'-dithienyliodonium chloride (16.5 g., 0.05 mole) is added in one portion. Heating at reflux is continued for 2 hrs. The reaction mixture is cooled to 25°C., 100 ml. of water is added, and the mixture concentrated to dryness in vacuo to give 2-methyl-2-(2-thienyl(-4,5-dichloro-6-methoxyindan-1,3-dione.

Workup

  1. customprepared by the method
  2. temperatureThe mixture is cooled slightly
  3. temperatureHeating
  4. temperatureat reflux
  5. concentrationthe mixture concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-cd788acf9b7447fa89abe028383c3b0f
Source dataset
uspto-grants-1976_06
Patent number
US03966966

Reaction notes

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