Dichloromethane → 4-Methyl-6-allyl-7-hydroxy-1-indanone

HRID 414680

Reaction equation

HRID 414680 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:8]([O:11]CC=C)=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:15].[CH3:16][CH2:17][CH2:18]CCC.ClCCl>C1C2C(=CC=CC=2)CCC1>[CH3:1][C:2]1[CH:10]=[C:9]([CH2:18][CH:17]=[CH2:16])[C:8]([OH:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:15]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 8058Hexane2×HCID 136041474-Methyl-7-allyloxy-1-indanone

Product 1

HCID 136041484-Methyl-6-allyl-7-hydroxy-1-indanone

Reagents, catalysts & solvents 1

HCID 8404TetralinSolvent

Procedure

32 Grams of 4-methyl-7-allyloxy-1-indanone was suspended in 100 ml of tetrahydronaphthalene. The suspension was refluxed by heating for 4 hours under argon gas atmosphere. The reaction mixture was subjected to a silica gel column chromatography (eluent: n-hexane, and dichloromethane: n-hexane=1:2) to obtain 26.8 g of 4-methyl-6-allyl-7-hydroxy-1-indanone.

Workup

  1. temperatureThe suspension was refluxed
  2. temperatureby heating for 4 hours under argon gas atmosphere

Sources & evidence

ORD record
ord-ea059138b91c421798de0321bae6ec3f
Source dataset
uspto-grants-1988_12
Patent number
US04792628

Linked notes

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