Water → HCID 14514900, compound

HRID 2259730Notes

Reaction equation

HRID 2259730 reaction equation
[CH2:1]1[O:12][C:11]2[CH:10]=[C:9]3[C:5]([CH2:6][CH2:7][C:8]3=[O:13])=[CH:4][C:3]=2[O:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH2:1]1[O:12][C:11]2[CH:10]=[C:9]3[C:5]([CH2:6][CH2:7][CH:8]3[OH:13])=[CH:4][C:3]=2[O:2]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 2483515,6-Methylenedioxy-1-indanoneHCID 21226445Aluminium lithium hydride

Product 1

HCID 14514900HCID 14514900, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 30 g of 5,6-methylenedioxyindan-1-one in 120 ml of tetrahydrofuran was added dropwise to a suspension of 2.4 g of lithium aluminum hydride in 160 ml of anhydrous tetrahydrofuran under cooling with ice. The mixture was stirred at room temperature overnight. 2.4 ml of water, then 2.4 ml of 15% aqueous sodium hydroxide solution and finally 7.2 ml of water were added thereto and insoluble substances were filtered off. The filtrate was distilled and the residue was washed with diisopropyl ether to obtain 24.3 g of the intended compound in the form of faint brown crystals.

Workup

  1. temperatureunder cooling with ice
  2. filtrationinsoluble substances were filtered off
  3. distillationThe filtrate was distilled
  4. washthe residue was washed with diisopropyl ether

Sources & evidence

ORD record
ord-0d4c7fb707034d52bf4f229252a38afe
Source dataset
uspto-grants-1995_12
Patent number
US05475024

Reaction notes

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