Sulfuric Acid → 5-Fluoro-2-methylindan-1-one

HRID 267827Notes

Reaction equation

HRID 267827 reaction equation
Cl[CH2:2][CH:3]([CH3:13])[C:4]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)=[O:5].S(=O)(=O)(O)O>>[F:12][C:9]1[CH:8]=[C:7]2[C:6](=[CH:11][CH:10]=1)[C:4](=[O:5])[CH:3]([CH3:13])[CH2:2]2

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 215218903-Chloro-1-(4-fluorophenyl)-2-methylpropan-1-one

Product 1

HCID 30162575-Fluoro-2-methylindan-1-one

Conditions

Temperature
50 °C

Procedure

Ten grams (0.05 mole) of 3-chloro-4'-fluoro-2-methylpropiophenone is added to 20 ml. of concentrated sulfuric acid at 20°-25°C and the mixture is warmed to 50°C. After stirring for three hours at 50°C, the reaction is quenched in ice. The product is extracted into hexane. The hexane layer is concentrated in vacuo to give 5-fluoro-2-methyl-1-indanone.

Workup

  1. customthe reaction is quenched in ice
  2. extractionThe product is extracted into hexane
  3. concentrationThe hexane layer is concentrated in vacuo

Sources & evidence

ORD record
ord-ef9548ffde9840f3976ff426f25eaccf
Source dataset
uspto-grants-1976_03
Patent number
US03944600

Reaction notes

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