Isobutylene → HCID 54188175, compound

HRID 1973204Notes

Reaction equation

HRID 1973204 reaction equation
C(=O)=O.CC(C)=O.[C:8]([O:16][CH2:17][CH2:18][C:19]([CH3:23])=[CH:20][CH2:21]Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH2:24]=[C:25]([CH3:27])[CH3:26].[Sn](Cl)(Cl)(Cl)[Cl:29]>O.C(O)C.ClCCCl>[C:8]([O:16][CH2:17][CH2:18][C:19]([CH3:23])=[CH:20][CH2:21][CH2:24][C:25]([Cl:29])([CH3:27])[CH3:26])(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

8

Reactant 4

HCID 8255IsobutyleneHCID 24287Tin tetrachlorideHCID 18522661Acetone cardiceHCID 54478402HCID 54478402, compound

Product 1

HCID 54188175HCID 54188175, compound

Reagents, catalysts & solvents 3

HCID 111,2-DichloroethaneSolventHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

In a flask equipped with a dry-ice-acetone reflux condenser were placed 23.9 grams of 5-chloro-3-methyl-3-pentenyl benzoate, 5.6 grams of isobutene and 100ml of 1,2-dichloroethane. To the mixture in the flask was added dropwise a catalyst solution consisting of 1 ml of tin tetrachloride (=stannic chloride) and 0.5ml of ethanol while stirring and cooling the system in an ice-water bath. The system was reacted for two hours with cooling and stirring, and then the reaction was stopped by adding 100ml of water to the system. The reaction mixture was further treated in the same manner as in Example 11, whereby 14.5 grams of 7-chloro-3,7-dimethyl-3-octenyl benzoate was obtained.

Workup

  1. temperaturereflux condenser
  2. additionTo the mixture in the flask was added dropwise a catalyst solution
  3. temperaturecooling the system in an ice-water bath
  4. customThe system was reacted for two hours
  5. temperaturewith cooling
  6. stirringstirring
  7. additionThe reaction mixture was further treated in the same manner as in Example 11

Sources & evidence

ORD record
ord-4605dab42c414681b23c01be8f77b4da
Source dataset
uspto-grants-1976_12
Patent number
US03996303

Reaction notes

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