Methyl Ethyl Ketone → HCID 6429085, compound

HRID 1729758Notes

Reaction equation

HRID 1729758 reaction equation
[CH3:1][C:2]12[CH2:11][CH2:10][CH2:9][C:8]([CH3:13])([CH3:12])[CH:7]1[CH2:6][CH2:5][CH:4]([OH:14])[CH2:3]2.CC(CC)=O.CC(C)[O-].[Al+3].CC(C)[O-].CC(C)[O-].[Cl-].[Al+3].[Cl-].[Cl-]>C1(C)C=CC=CC=1>[CH3:1][C:2]12[CH2:11][CH2:10][CH2:9][C:8]([CH3:13])([CH3:12])[CH:7]1[CH2:6][CH2:5][C:4](=[O:14])[CH2:3]2

Participants

6

Reactant 4

HCID 6569Methyl Ethyl KetoneHCID 11143Aluminum isopropoxideHCID 6451240Aluminum(III) ChlorideHCID 13966352HCID 13966352, compound

Product 1

HCID 6429085HCID 6429085, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 19.6 g. of 1,7,7-trimethylbicyclo[4.4.0]decan-3-ol, prepared according to the description of Example 1, paragraph (b) 72 g. of methylethylketone, 50 ml. of toluene, 10.5 g. of aluminium isopropoxide and 2 g. of aluminum chloride was heated to the boil for 6 hours. After cooling the mixture was stirred with 200 ml. of 10% H2SO4 and extracted with toluene. The extract was treated as usual and gave by distillation 8.2 g. of the bicycloketone, b.p. 85°-90°/0.001 Torr.

Workup

  1. additionA mixture of 19.6 g
  2. temperatureAfter cooling the mixture
  3. extractionof 10% H2SO4 and extracted with toluene
  4. additionThe extract was treated as usual and
  5. customgave by distillation 8.2 g

Sources & evidence

ORD record
ord-eee8474379d84079b61aebf8247af278
Source dataset
uspto-grants-1976_11
Patent number
US03989739

Reaction notes

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