1-Phenylethanol → Acetophenone

HRID 1945247Notes

Reaction equation

HRID 1945247 reaction equation
IC1C=CC(C)=CC=1S(O)(=O)=O.OOS([O-])=O.[K+].[C:19]1([CH:25]([OH:27])[CH3:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(#N)C>[C:25]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:27])[CH3:26]

Participants

5

Reactant 3

HCID 74091-PhenylethanolHCID 134448562-Iodo-5-methylbenzene-1-sulfonic acidHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 7410Acetophenone

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

8.9 mg (0.03 mmol) of 2-iodo-5-methylbenzenesulfonic acid prepared by Preparation Example 2, 1.48 g (2.4 mmol) of powdered Oxone (registered trademark) and 367 mg (3 mmol) of 1-phenylethanol were added to 3.75 ml of acetonitrile, and the mixture was heated at 70° C. while being stirred for one hour. The later treatment was carried out in the same way as in Example 1, and then acetophenone was obtained. The yield of the obtained acetophenone was determined and the result is shown in Table 1.

Sources & evidence

ORD record
ord-0eee5ec78e5548f5b44e1ae0576f8f17
Source dataset
uspto-grants-2013_03
Patent number
US08394995B2

Reaction notes

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