HCID 18991591, compound → Ethyl [(5-hydroxypentyl)oxy]acetate

HRID 487484Notes

Reaction equation

HRID 487484 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13]CC1C=CC=CC=1)=[O:5])[CH3:2]>O1CCCC1.[Pd]>[CH2:1]([O:3][C:4]([CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13])=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 18991591HCID 18991591, compound

Product 1

HCID 14254559Ethyl [(5-hydroxypentyl)oxy]acetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

58 g (0.21 mol) of benzyl 5-ethoxycarbonylmethoxypentyl ether are dissolved in 580 ml of tetrahydrofuran and the solution is hydrogenated under normal pressure at room temperature by addition of 5.8 g of 10% Pd/C as catalyst. Upon cessation of hydrogenation, the catalyst is removed by filtration and the filtrate is concentrated by evaporation. Distillation of the residue gives 5-ethoxycarbonylmethoxypentanol as a colourless liquid of b.p. 107°-111° C./2.10-2 torr.

Workup

  1. customUpon cessation of hydrogenation, the catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated by evaporation
  3. distillationDistillation of the residue

Sources & evidence

ORD record
ord-e5c23ed7b0084957a78e14193a773852
Source dataset
uspto-grants-1994_03
Patent number
US05294734

Reaction notes

Loading…