4-Methyl-7-crotyloxy-1-indanone → 4-Methyl-6-(1-methyl-2-propenyl)-1-indanone

HRID 414682Notes

Reaction equation

HRID 414682 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:8](OCC=CC)=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:16]>C1C2C(=CC=CC=2)CCC1>[CH3:1][C:2]1[CH:10]=[C:9]([CH:3]([CH3:4])[CH:2]=[CH2:1])[CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:16]

Participants

3

Reactant 1

HCID 536343704-Methyl-7-crotyloxy-1-indanone

Product 1

HCID 136701294-Methyl-6-(1-methyl-2-propenyl)-1-indanone

Reagents, catalysts & solvents 1

HCID 8404TetralinSolvent

Procedure

8 Grams of 4-methyl-7-crotyloxy-1-indanone was suspended in 50 ml of tetrahydronaphthalene. The suspension was refluxed by heating for 9 hours under argon gas atmosphere. The reaction mixture was purified by means of a silica gel column chromatography (eluent: n-hexane, then a mixture of n-hexane: dichloromethane=2:1) and was recrystallized from a mixture of dichloromethane with n-hexane to obtain 5.44 g of 4-methyl-6-(1-methyl-2-propenyl)-1-indanone.

Workup

  1. temperatureThe suspension was refluxed
  2. temperatureby heating for 9 hours under argon gas atmosphere
  3. customThe reaction mixture was purified by means of a silica gel column chromatography (eluent
  4. additionn-hexane, then a mixture of n-hexane
  5. customdichloromethane=2:1) and was recrystallized from a mixture of dichloromethane with n-hexane

Sources & evidence

ORD record
ord-c6d2ace90f254fc29fd1275396fd22b0
Source dataset
uspto-grants-1988_12
Patent number
US04792628

Reaction notes

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