Hydrochloric Acid → HCID 20441017, compound

HRID 1633401Notes

Reaction equation

HRID 1633401 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9]([C:11]1([C:20]([CH3:22])=[CH2:21])[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12]1)=O.Cl>CCOCC>[C:20]([C:11]1([CH2:9][OH:8])[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12]1)([CH3:22])=[CH2:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 20441013HCID 20441013, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20441017HCID 20441017, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To 50 ml of dried ether containing 0.86 g (0.018 mole) of lithium aluminum hydride, with ice-cooling, was added dropwise over a period of 10 minutes a solution of 4.15 g (0.018 mole) of 2-methoxycarbonyl-2-isopropenylindane in 10 ml of dried ether. The mixture was then stirred at room temperature for 2 hours to continue the reaction. The reaction mixture was poured into a mixture of 5% aqueous hydrochloric acid solution and ice. And then the ether layer was separated and the aqueous layer was extracted twice with 25 ml of ether. The ether layers were combined, washed with saturated aqueous sodium hydrogencarbonate solution, then with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated in vacuo to obtain 3.23 g of 2-isopropenyl-2-indanemethanol.

Workup

  1. customthe reaction
  2. customAnd then the ether layer was separated
  3. extractionthe aqueous layer was extracted twice with 25 ml of ether
  4. washwashed with saturated aqueous sodium hydrogencarbonate solution
  5. dry with materialwith saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1aae61d862df4345b72844ada9000fe5
Source dataset
uspto-grants-1984_10
Patent number
US04480118

Reaction notes

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