Water → 33313-82-5

HRID 331231Notes

Reaction equation

HRID 331231 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]([CH2:17]C(OCC)=O)[CH2:9][CH2:8]1.[OH2:23].[OH-].[Na+]>C1COCC1>[O:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]([CH2:17][OH:23])[CH2:9][CH2:8]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 14203077Ethyl (3,4-dihydro-2H-1-benzopyran-4-yl)acetateHCID 21226445Aluminium lithium hydride

Product 1

HCID 1361645533313-82-5

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of lithium aluminum hydride (3.45 g) in THF (400 ml) was added dropwise a solution of ethyl chroman-4-ylacetate (10.0 g) in THF (50 ml) under ice-cooling, and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were added water (3.45 ml), 15% aqueous sodium hydroxide solution (3.45 ml) and water (10 ml), and the mixture was filtered, washed with ethyl acetate, and concentrated under reduced pressure to give chroman-4-ylmethanol (7.58 g).

Workup

  1. temperaturecooling
  2. filtrationthe mixture was filtered
  3. washwashed with ethyl acetate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-aa6a7fac4ae04baab5e6672c03ca749d
Source dataset
uspto-grants-2014_11
Patent number
US08877779B2

Reaction notes

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