Sodium Hydroxide → 2-Amino-6-hydroxydecalin

HRID 728775Notes

Reaction equation

HRID 728775 reaction equation
[N:1]([CH:4]1[CH2:13][CH2:12][CH:11]2[CH:6]([CH2:7][CH2:8][CH:9]([OH:14])[CH2:10]2)[CH2:5]1)=[N+]=[N-].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[NH2:1][CH:4]1[CH2:13][CH2:12][CH:11]2[CH:6]([CH2:7][CH2:8][CH:9]([OH:14])[CH2:10]2)[CH2:5]1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 21226445Aluminium lithium hydrideHCID 54311333HCID 54311333, compound

Product 1

HCID 678322672-Amino-6-hydroxydecalin

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 17 g (0.09 mole) of 2-azido-6-hydroxydecalin (XII) in 100 ml of absolute tetrahydrofuran was added dropwise, at 40°-50° C., to a suspension of 3.8 g (0.1 mole) of lithium aluminum hydride in 100 ml of absolute tetrahydrofuran. The mixture was then refluxed for 3 hours. Hydrolysis was carried out with dilute sodium hydroxide solution (20 ml), sodium sulfate was added and the mixture was filtered under suction. The filtrate was evaporated down under reduced pressure. The residue was purified via the hydrochloride.

Workup

  1. temperatureThe mixture was then refluxed for 3 hours
  2. customHydrolysis
  3. additionwas added
  4. filtrationthe mixture was filtered under suction
  5. customThe filtrate was evaporated down under reduced pressure
  6. customThe residue was purified via the hydrochloride

Sources & evidence

ORD record
ord-5c511131d016409da7557ad61c107d7c
Source dataset
uspto-grants-1991_09
Patent number
US05051409

Reaction notes

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