Tetrahydrofuran → HCID 59792561, compound

HRID 31657Notes

Reaction equation

HRID 31657 reaction equation
C(O[C:5]1([CH2:11][CH3:12])[O:9][CH:8](C)[CH2:7][O:6]1)(=O)C.[C:13](=O)([O-])[O-:14].[K+].[K+].O1CCCC1>O>[CH2:11]([C:5]1([CH2:13][OH:14])[O:6][CH2:7][CH2:8][O:9]1)[CH3:12]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 11430Potassium CarbonateHCID 69299446HCID 69299446, compound

Product 1

HCID 59792561HCID 59792561, compoundYield 71.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methyl(2-ethyl-1,3-dioxolan-2-yl) acetate (1.39 g, 7.94 mmol), potassium carbonate (2.19 g, 15.9 mmol), tetrahydrofuran (20 ml) and water (10 ml) was stirred at room temperature for 6 hours and 50 minutes. The reaction mixture was concentrated under reduced pressure, ethyl acetate was added to the residue, which was subjected to NH silica gel pad filtration. The filtrate was concentrated under reduced pressure to obtain the title compound (0.75 g, 71.5%) as colorless oil.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, ethyl acetate
  2. additionwas added to the residue, which
  3. filtrationwas subjected to NH silica gel pad filtration
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6fb81e57a67b41e982c574922cda53b1
Source dataset
uspto-grants-2008_09
Patent number
US07425634B2

Reaction notes

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