Ethyl 3-(furan-2-yl)benzoate → [3-(2-Furyl)phenyl]methanol

HRID 2254439Notes

Reaction equation

HRID 2254439 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][CH:16]=1)[C:9](OCC)=[O:10].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:7]=[C:8]([CH:14]=[CH:15][CH:16]=1)[CH2:9][OH:10]

Participants

4

Reactant 2

HCID 19744763Ethyl 3-(furan-2-yl)benzoateHCID 21226445Aluminium lithium hydride

Product 1

HCID 11116545[3-(2-Furyl)phenyl]methanolYield 83%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Ethyl 3-(2-furyl)benzoate J. Chem. Soc., (B), 1971, 2305] was dissolved in 5 ml of anhydrous ethyl ether, and with stirring under ice cooling, 23 mg of lithium aluminum hydride was added. The mixture was stirred for 40 minutes. After the reaction, the reaction mixture was extracted by adding water and ethyl ether. The extract was worked up in a customary manner to give 170 mg (yield 83%) of 3-(2-furyl)benzyl alcohol.

Workup

  1. stirringThe mixture was stirred for 40 minutes
  2. customAfter the reaction
  3. extractionthe reaction mixture was extracted
  4. additionby adding water and ethyl ether

Sources & evidence

ORD record
ord-4554c789d62e45aebdcbd8fde12e3df5
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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