2,2-Dimethyl-4-methoxyindanone → HCID 20137123, compound

HRID 1253153Notes

Reaction equation

HRID 1253153 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:11][CH3:12])[C:3]1=[O:13].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C(OCC)C>[CH3:1][C:2]1([CH3:14])[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[O:11][CH3:12])[CH:3]1[OH:13]

Participants

4

Reactant 2

HCID 136929432,2-Dimethyl-4-methoxyindanoneHCID 21226445Aluminium lithium hydride

Product 1

HCID 20137123HCID 20137123, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 2,2-dimethyl-4-methoxyindanone (13.7 g) in anhydrous diethyl ether (575 ml) is added dropwise to a stirred suspension of LAH (2.87 g) in anhydrous diethyl ether (575 ml) and the mixture is refluxed under nitrogen for two hours. The reaction mixture is quenched with H2O, 15% aq. NaOH and H2O, stirred overnight, filtered and the filtrate evaporated in vacuo affording the desired compound as a solid.

Workup

  1. temperaturethe mixture is refluxed under nitrogen for two hours
  2. customThe reaction mixture is quenched with H2O, 15% aq. NaOH and H2O
  3. filtrationfiltered
  4. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-b98b1ae5c7ed49ad8caa9bcce66dbb6a
Source dataset
uspto-grants-1988_05
Patent number
US04748164

Reaction notes

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