Water → 2-(6-Methoxyindan-1-yl)ethanol

HRID 1977995Notes

Reaction equation

HRID 1977995 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH2:13][CH2:14][CH:15]2[CH2:18][C:19](OCC)=[O:20])=[CH:11][CH:10]=1.O.S([O-])([O-])(=O)=O.[Mg+2]>C1COCC1.C(OCC)(=O)C>[OH:20][CH2:19][CH2:18][CH:15]1[C:16]2[C:12](=[CH:11][CH:10]=[C:9]([O:8][CH3:7])[CH:17]=2)[CH2:13][CH2:14]1

Participants

7

Reactant 4

HCID 962WaterHCID 24083Sulfuric acid magnesium salt (1:1)HCID 11064342Ethyl (6-methoxyindan-1-yl)acetateHCID 21226445Aluminium lithium hydride

Product 1

HCID 109978572-(6-Methoxyindan-1-yl)ethanolYield 93%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of lithium aluminum hydride (1.06 g, 27.9 mmol) in THF (150 ml) was added dropwise, under ice-cooling, a solution of ethyl (6-methoxyindan-1-yl)acetate (6.53 g, 27.9 mmol) in THF (20 ml), and the mixture was stirred for 15 minutes. To the reaction mixture was added water (1 ml), to which were further added ethyl acetate, anhydrous magnesium sulfate and celite. The mixture was subjected to filtration. The filtrate was concentrated under reduced pressure to give 4.96 g (yield 93%) of the above-titled compound as an oily product.

Workup

  1. additionwas added dropwise, under ice-
  2. temperaturecooling
  3. filtrationThe mixture was subjected to filtration
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5a1a1a3d392c47ab8d0f1ec52d0c4df1
Source dataset
uspto-grants-2001_05
Patent number
US06235789B1

Reaction notes

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