Hydrochloric Acid → HCID 57165760, compound

HRID 1681004Notes

Reaction equation

HRID 1681004 reaction equation
[CH2:1]([O:3][C@@H:4]([CH2:6][C@H:7]([O:9]CC1C=CC=CC=1)[CH3:8])[CH3:5])[CH3:2].Cl>C(O)C.[C].[Pd]>[CH2:1]([O:3][C@H:4]([CH3:5])[CH2:6][C@H:7]([OH:9])[CH3:8])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57012437HCID 57012437, compound

Product 1

HCID 57165760HCID 57165760, compoundYield 47.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

3.20 g of this (2R, 4R)-2-ethoxy-4-benzyloxypentane was dissolved in 50 ml of ethanol. 0.30 g of 0% palladium-carbon and 5 ml of 1 N hydrochloric acid were added, and hydrogenation was carried out at the room temperature at the atmospheric pressure. The catalyst was removed by filtration. The filtrate was concentrated. The residue was subjected to column chromatography (silica gel, developing solvent=chloroform) to obtain 0.91 g of (2R, 4R)-4-ethoxy-2pentanol.

Workup

  1. customwas carried out at the room temperature at the atmospheric pressure
  2. customThe catalyst was removed by filtration
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-742cf2aba0e5475d9e053d63368b4f4c
Source dataset
uspto-grants-1992_12
Patent number
US05167863

Reaction notes

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