30336-13-1 → 5-(Furan-2-yl)pentan-1-ol

HRID 1723345Notes

Reaction equation

HRID 1723345 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][CH2:8][CH2:9][C:10](O)=[O:11].[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][OH:11]

Participants

4

Reactant 2

HCID 1259435730336-13-1HCID 21226445Aluminium lithium hydride

Product 1

HCID 132964365-(Furan-2-yl)pentan-1-olYield 92.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5-(2-Furanyl)pentanoic acid (60.4 g) was reduced with 13.7 g of lithium aluminum hydride in 400 ml of tetrahydrofuran, heated at reflux for about 16 hours. The product was isolated and purified by distillation to give 51.4 g of 5-(2-furanyl)pentanol, b.p. 70°-73° C. (0.1 mm).

Workup

  1. temperatureheated
  2. temperatureat reflux for about 16 hours
  3. customThe product was isolated
  4. distillationpurified by distillation

Sources & evidence

ORD record
ord-b38da89f3e814d04ac746fa263734087
Source dataset
uspto-grants-1989_08
Patent number
US04861791

Reaction notes

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