Ethanol → HCID 11819299, compound

HRID 1173765Notes

Reaction equation

HRID 1173765 reaction equation
Cl[CH:2]([CH:8]([OH:12])[CH2:9][CH2:10][CH3:11])[C:3]([O:5][CH2:6][CH3:7])=[O:4].C(O)C.[O-]CC.[Na+].C(O)C>CCCCCC>[CH2:9]([C@@H:8]1[O:12][C@H:2]1[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH2:10][CH3:11]

Participants

5

Reactant 3

HCID 702EthanolHCID 22298443HCID 22298443, compoundHCID 23706232Ethanol sodium ethoxide

Product 1

HCID 11819299HCID 11819299, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Ethyl 2-chloro-3-hydroxyhexanoate synthesized in Example 9 (0.8 g, 4 mmol), ethanol (3 ml) and 20% sodium ethoxide/ethanol solution (1.52 g, 1.1 equivalents) were mixed, and the mixture was stirred at room temperature for 30 minutes. Hexane (10 ml) was added, and the mixture was washed with water (10 ml×twice). After the mixture was dried with anhydrous magnesium sulfate, the inorganic salt was separated by filtration. The filtrate was concentrated under reduced pressure. The title compound was obtained as a colorless oil (0.9 g, yield: 87%, (2R,3S) was the main ingredient).

Workup

  1. washthe mixture was washed with water (10 ml×twice)
  2. dry with materialAfter the mixture was dried with anhydrous magnesium sulfate
  3. customthe inorganic salt was separated by filtration
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6471f42b52b3415e8e1c15bc4123de96
Source dataset
uspto-grants-2010_11
Patent number
US07834190B2

Reaction notes

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