Potassium Hydroxide → HCID 86583767, compound

HRID 411879Notes

Reaction equation

HRID 411879 reaction equation
C[O:2][C:3]([CH:5]1[CH:18]2[CH2:19][CH:7]([CH:8]3[CH:17]2[C:16]2[CH2:20][CH:9]3[CH:10]3[C:15]=2[CH:14]2[CH2:21][CH:11]3[CH2:12][CH2:13]2)[CH2:6]1)=[O:4].[OH-].[K+]>C(O)C>[C:3]([CH:5]1[CH:18]2[CH2:19][CH:7]([CH:8]3[CH:17]2[C:16]2[CH2:20][CH:9]3[CH:10]3[C:15]=2[CH:14]2[CH2:21][CH:11]3[CH2:12][CH2:13]2)[CH2:6]1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86583768HCID 86583768, compound

Product 1

HCID 86583767HCID 86583767, compoundYield 64.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Next, 3.6 g of the 12-methoxycarbonylhexacyclo-[6.6.1.13,6.110,13.02,7.09,14]heptadecene were dissolved in 30 ml of 95% ethanol, into which 1.25 g of potassium hydroxide were added. The resultant mixture was then heated under reflux. Two hours later, the reaction mixture was allowed to cool down and was then concentrated to ⅓ volume in an evaporator. Water (50 ml) and ether (50 ml) were added, and the resultant water layer was separated. When the water layer was acidified with 3% HCl, a white precipitate was formed. The precipitate was collected by filtration and was then washed with water until the washing became neutral, whereby 2.2 g of 12-carboxyhexacyclo[6.6.1.13,6.110,13.02,7.09,14]heptadecene were obtained.

Workup

  1. additionwere added
  2. temperatureunder reflux
  3. customTwo hours
  4. temperatureto cool down
  5. concentrationwas then concentrated
  6. customin an evaporator
  7. additionWater (50 ml) and ether (50 ml) were added
  8. customthe resultant water layer was separated
  9. customa white precipitate was formed
  10. filtrationThe precipitate was collected by filtration
  11. washwas then washed with water until the washing

Sources & evidence

ORD record
ord-a8534d0839444ddd8fd94590999611fa
Source dataset
uspto-grants-2003_05
Patent number
US06559337B2

Reaction notes

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