Water → HCID 13431999, compound

HRID 1403680Notes

Reaction equation

HRID 1403680 reaction equation
C[O:2][C:3]([CH:5]1[CH2:9][CH2:8][O:7][CH:6]1[O:10][CH3:11])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>C1COCC1>[CH3:11][O:10][CH:6]1[CH:5]([CH2:3][OH:2])[CH2:9][CH2:8][O:7]1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 10374707HCID 10374707, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13431999HCID 13431999, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2-methoxy-tetrahydro-furan-3-carboxylic acid methyl ester (10 g, 62.5 mmol) in 60 ml of dry THF was added 4.75 g (125 mmol) LiAlH4 at 25° C. The mixture was refluxed for 4 hrs and cooled. 4.75 ml of H2O and 4.75 ml of aq. NaOH (10%) were added to the reaction mixture in turn. The resulting mixture was filtered and the filtrate was concentrated to yield (2-methoxy-tetrahydro-furan-3-yl)-methanol (7 g).

Workup

  1. temperatureThe mixture was refluxed for 4 hrs
  2. temperaturecooled
  3. filtrationThe resulting mixture was filtered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-569724bd506d4f51b29c1f9a515c58ac
Source dataset
uspto-grants-2014_12
Patent number
US08912209B2

Reaction notes

Loading…