Sodium Sulfate → 1427028-11-2

HRID 471444Notes

Reaction equation

HRID 471444 reaction equation
C([O:3][C:4]([C:6]1([S:9]([CH3:12])(=[O:11])=[O:10])[CH2:8][CH2:7]1)=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:12][S:9]([C:6]1([CH2:4][OH:3])[CH2:8][CH2:7]1)(=[O:11])=[O:10]

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 66545176HCID 66545176, compound

Product 1

HCID 575787931427028-11-2Yield 40.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

1-Methanesulfonyl-cyclopropanecarboxylic acid ethyl ester (1 g, 5.2 mmol) is dissolved in dry tetrahydrofuran (20 mL) and cooled to 0° C. Lithium aluminium hydride (237 mg, 6.24 mmol) is added, the mixture allowed to warm to room temperature and stirred overnight. The mixture is cooled to 0° C. and saturated aqueous sodium sulfate solution is added with stirring. The precipitated solids are removed by filtration and the filtrate is partitioned between ethyl acetate and water. The organic phase is dried and the solvent removed under vacuum. The residue is purified by flash chromatography (ethyl acetate) to give the title compound (Yield 317 mg).

Workup

  1. temperatureto warm to room temperature
  2. temperatureThe mixture is cooled to 0° C.
  3. stirringwith stirring
  4. customThe precipitated solids are removed by filtration
  5. customthe filtrate is partitioned between ethyl acetate and water
  6. customThe organic phase is dried
  7. customthe solvent removed under vacuum
  8. customThe residue is purified by flash chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-803ecde2533542e3b073e2ea9610e922
Source dataset
uspto-grants-2014_01
Patent number
US08633182B2

Reaction notes

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