Water → HCID 21460394, compound

HRID 1941215Notes

Reaction equation

HRID 1941215 reaction equation
[N:1]([C:4]([CH3:19])([CH3:18])[C:5]([NH:7][CH2:8][CH2:9][O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=O)=[N+]=[N-].[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>C1COCC1>[CH2:11]([O:10][CH2:9][CH2:8][NH:7][CH2:5][C:4]([NH2:1])([CH3:18])[CH3:19])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 21460403HCID 21460403, compound

Product 1

HCID 21460394HCID 21460394, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 2-azido-N-(2-Benzyloxyethyl)-2-methylpropionamide (70 g) in THF (750 ml) was added to a suspension of LiAlH4 (20 g) in THF (500 ml) at 0° C. during 1 h. After reflux for 4 h, the mixture was cooled to 0° C., water (20 ml) and aqueous NaOH (20 ml) were added, the inorganic salts were filtered off and the solvents were dried. Evaporation of the solvents in vacuo gave 8a as an oil: 53 g.

Workup

  1. temperatureAfter reflux for 4 h
  2. filtrationthe inorganic salts were filtered off
  3. customthe solvents were dried
  4. customEvaporation of the solvents in vacuo

Sources & evidence

ORD record
ord-7cb9f0884a26407d92f28455a614f6d8
Source dataset
uspto-grants-1997_12
Patent number
US05703087

Reaction notes

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