Sodium Hydroxide → HCID 21196741, compound

HRID 1066884Notes

Reaction equation

HRID 1066884 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:10][CH2:11][CH2:12][N:13]1[C:21]2[C:16](=[CH:17][CH:18]=[C:19]3[O:24][CH:23]=[CH:22][C:20]3=2)[CH:15]=[N:14]1)(=O)C.[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>O1CCCC1.O.CO>[N:13]1([CH2:12][CH2:11][OH:10])[C:21]2[C:16](=[CH:17][CH:18]=[C:19]3[O:24][CH:23]=[CH:22][C:20]3=2)[CH:15]=[N:14]1

Participants

8

Reactant 4

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 21226445Aluminium lithium hydride2×HCID 69699968HCID 69699968, compound

Product 1

HCID 21196741HCID 21196741, compoundYield 84.6%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent2×

Procedure

A 0.44 g of lithium aluminum hydride was suspended in 50 ml of tetrahydrofuran under argon atmosphere, a tetrahydrofuran (10 ml) solution containing 2.60 g of (1H-furo[2,3-g]indazol-1-yl)ethyl acetate was added dropwise, and the resulting mixture was stirred at room temperature for 1 hour. The reaction solution was cooled in an ice bath, methanol was added to decompose excess lithium aluminum hydride, and then 0.44 ml of water, 0.44 ml of 15% sodium hydroxide aqueous solution and 1.30 ml of water were added in that order. The resulting mixture was stirred for 30 minutes, anhydrous magnesium sulfate and celite were added, followed by stirring for 30 minutes. After removal of the insoluble matter by celite filtration, the filtrate was concentrated under a reduced pressure to give 1.82 g of 2-(1H-furo[2,3-g]indazol-1-yl)ethanol.

Workup

  1. additionwas added dropwise
  2. temperatureThe reaction solution was cooled in an ice bath
  3. stirringThe resulting mixture was stirred for 30 minutes
  4. stirringby stirring for 30 minutes
  5. customAfter removal of the insoluble matter
  6. filtrationby celite filtration
  7. concentrationthe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-1dd52baaae6c4f95bddd59f64a1dafe0
Source dataset
uspto-grants-2001_06
Patent number
US06245796B1

Reaction notes

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