Sodium Hydroxide → HCID 23295627, compound

HRID 1953954Notes

Reaction equation

HRID 1953954 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][CH:8]1[CH2:16][C:15]2[C:10](=[C:11]([CH3:20])[CH:12]=[CH:13][C:14]=2[CH:17]([CH3:19])[CH3:18])[C:9]1=[O:21].[OH-].[Na+]>C(OCC)C>[CH3:7][CH:8]1[CH2:16][C:15]2[C:10](=[C:11]([CH3:20])[CH:12]=[CH:13][C:14]=2[CH:17]([CH3:18])[CH3:19])[CH:9]1[OH:21]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 22393249HCID 22393249, compound

Product 1

HCID 23295627HCID 23295627, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

In a 1-liter three-necked flask equipped with a 300-ml dropping funnel and a Dimroth condenser were charged 5.00 g (0.132 mol) of lithium aluminum hydride and 300 ml of diethyl ether, to which was dripped down at 0° C. over 1.5 hours about 50 g (0.25 mol) of 2,7-dimethyl-4-isopropyl-1-indanone diluted with 200 ml of diethyl ether. After stirring at room temperature for 30 minutes, the mixture was stirred under reflux for 1.5 hours. After completion of the reaction, 10 ml of ice water and 10 ml of aqueous sodium hydroxide solution were added at 0° C. and the resulting mixture was extracted with diethyl ether. The organic layer was washed with an aqueous sodium hydrogen carbonate solution and with saline and then dried over sodium sulfate. Sodium sulfate was removed by filtration and the solvent was distilled off under reduced pressure.

Workup

  1. customIn a 1-liter three-necked flask equipped with a 300-ml
  2. stirringthe mixture was stirred
  3. temperatureunder reflux for 1.5 hours
  4. additionwere added at 0° C.
  5. extractionthe resulting mixture was extracted with diethyl ether
  6. washThe organic layer was washed with an aqueous sodium hydrogen carbonate solution and with saline
  7. dry with materialdried over sodium sulfate
  8. customSodium sulfate was removed by filtration
  9. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-c776b5f855f342dca3eb6e5d1d802117
Source dataset
uspto-grants-2000_09
Patent number
US06121182

Reaction notes

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