Sodium Chloride → HCID 58405998, compound

HRID 217975Notes

Reaction equation

HRID 217975 reaction equation
[Cl-].[Na+].[C:3]([O:6][CH2:7]C)(=[O:5])C.[O:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1>>[CH3:7][O:6][CH2:3][O:5][C@H:12]([CH:11]=[CH2:10])[CH2:13][OH:9]

Participants

4

Reactant 3

HCID 5234Sodium ChlorideHCID 8028TetrahydrofuranHCID 8857Ethyl Acetate

Product 1

HCID 58405998HCID 58405998, compound

Procedure

Example 8-(2) (11.3 g) in tetrahydrofuran (220 mL), and the mixture was stirred at room temperature for two hours. Saturated aqueous sodium chloride and ethyl acetate were added to the reaction solution, and the organic layer was separated. Ethyl acetate was added to the aqueous layer, and the organic layer was separated again. The combined organic layers were dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (4.15 g).

Workup

  1. customwas stirred at room temperature for two hours
  2. customthe organic layer was separated
  3. additionEthyl acetate was added to the aqueous layer
  4. customthe organic layer was separated again
  5. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e018ca3e1ffb4aba8a703d587b89a851
Source dataset
uspto-grants-2012_06
Patent number
US08198269B2

Reaction notes

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