Sodium sulfate decahydrate → 1226507-57-8

HRID 1186390Notes

Reaction equation

HRID 1186390 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)([CH3:14])[C:9](OCC)=[O:10].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH3:14][C:8]([C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1)([CH3:7])[CH2:9][OH:10]

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 10488027HCID 10488027, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 674017641226507-57-8Yield 101.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Tetrahydrofuran (10 mL) was added to lithium aluminum hydride (75 mg, 2.0 mmol). To this, a solution prepared by dissolving, in tetrahydrofuran (5 mL), ethyl 2-methyl-2-(pyridin-3-yl)propanoate (200 mg, 1.0 mmol) obtained in Step 1 of Reference Example 8-63 was slowly added with cooling in an ice bath, and the mixture was stirred at the same temperature for 1 hour. To this, sodium sulfate decahydrate was added and the mixture was stirred at room temperature for 1 hour. After Celite-filtration, the solvent in the filtrate was evaporated off under reduced pressure. Thus, 2-methyl-2-(pyridin-3-yl)propan-1-ol (Compound EK) (154 mg, yield: 99%) was obtained.

Workup

  1. customTo this, a solution prepared
  2. temperaturewith cooling in an ice bath
  3. stirringthe mixture was stirred at room temperature for 1 hour
  4. filtrationAfter Celite-filtration
  5. customthe solvent in the filtrate was evaporated off under reduced pressure

Sources & evidence

ORD record
ord-de03acb99268442f92713905c36fa0ad
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

Loading…