Water → [3-(2-Furyl)phenyl]methanol

HRID 2254445Notes

Reaction equation

HRID 2254445 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-].O>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

5

Reactant 3

HCID 962WaterHCID 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 EtherSolvent2×

Procedure

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

Workup

  1. stirringwas stirred for 40 minutes
  2. additionwere added
  3. extractionto extract the reaction mixture The extract

Sources & evidence

ORD record
ord-04c96a60e1bb477194670d995865208b
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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