Sulfuric Acid → I2-Ionone

HRID 1285234Notes

Reaction equation

HRID 1285234 reaction equation
[CH3:1][C:2]([CH3:14])=[CH:3][CH2:4][CH2:5]/[C:6](/[CH3:13])=[CH:7]/[CH:8]=[CH:9]/[C:10]([CH3:12])=[O:11].S(=O)(=O)(O)O>C(Cl)Cl>[CH3:13][C:6]1[CH2:5][CH2:4][CH2:3][C:2]([CH3:14])([CH3:1])[C:7]=1/[CH:8]=[CH:9]/[C:10]([CH3:12])=[O:11]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 17570033E,5E-Pseudoionone

Product 1

HCID 638014I2-IononeYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The procedure was carried out exactly as described in Example 9, except that the solution of 600 g of a 96% pure pseudoionone in 1,200 ml of methylene chloride, and the 1,000 ml of sulfuric acid, were introduced simultaneously into the reactor in the course of 5 minutes instead of 10 minutes. The distillation gave 490 g of a 98% pure β-ionone, corresponding to a yield of β-ionone of 83.4% of theory.

Workup

  1. distillationThe distillation

Sources & evidence

ORD record
ord-e2be22b826b449e9841d51ff860caf31
Source dataset
uspto-grants-1986_01
Patent number
US04565894

Reaction notes

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