Potassium bisulfate → HCID 15158211, compound

HRID 704690Notes

Reaction equation

HRID 704690 reaction equation
[CH:1]1([CH2:6][C:7]([C:9]2[CH:14]=[CH:13][C:12]([CH:15]=[O:16])=[CH:11][CH:10]=2)=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].C(O[Al](OC(C)(C)C)OC(C)(C)C)(C)(C)C.[Li+].OS([O-])(=O)=O.[K+]>C1COCC1>[CH:1]1([CH2:6][C:7]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][OH:16])=[CH:11][CH:10]=2)=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 516920Potassium bisulfateHCID 15158210HCID 15158210, compoundHCID 16710494Lithium tri-tert-butoxyaluminohydride

Product 1

HCID 15158211HCID 15158211, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

The product of Example E (2.2 g, 0.01 mole) was dissolved in THF (50 mls) and cooled under argon to 0° C. Lithium tri-t-butoxyaluminum hydride (2.7 g) was added portionwise over 1/2 hour at 0° C. and stirred for 2 hours at 0° C. The mixture was allowed to stir a total of 4 hours until thin layer chromatography indicated the reaction was complete. The mixture was then poured into 0.5N KHSO4 and extracted with ethyl acetate. After drying the organic layer over Na2SO4, the solvent was removed to give 2.2 g of title compound (97% yield) as an oil.

Workup

  1. stirringto stir a total of 4 hours until thin layer chromatography
  2. extractionextracted with ethyl acetate
  3. dry with materialAfter drying the organic layer over Na2SO4
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-afc6c9e7f6da40c6a5d321c83c5ea415
Source dataset
uspto-grants-1991_01
Patent number
US04988707

Reaction notes

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