Water → HCID 16784615, compound

HRID 370463Notes

Reaction equation

HRID 370463 reaction equation
[CH:1]([C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[O:6][CH2:7][CH:8]([N:10]=[N+]=[N-])[CH3:9])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>CCOCC>[CH:1]([C:4]1[CH:16]=[CH:15][CH:14]=[CH:13][C:5]=1[O:6][CH2:7][CH:8]([NH2:10])[CH3:9])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 20276024HCID 20276024, compoundHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 16784615HCID 16784615, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

12.3 g of 2-(2-isopropylphenoxy)-1-methylethylazide was dissolved in 150 ml of ether and added portionwise with small amount of lithium aluminium hydride up to 18 g and stirred at room temperature for 2.5 hr. Then 1.8 ml of water, 1.8 ml oif 15% aqueous solution of sodium hydroxide and 5.4 ml of water were added one after another in order to decompose the residual lithium aluminium hydride. Crystals thus isolated were filtered off and washsed with ether; the ether layer was washed consecutively with water and saturated saline and dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and yielded 9.8 g of 2-(2-isopropylphenoxy)-1-methylethylamine. Physical properties of this substance are as the following:

Workup

  1. customCrystals thus isolated
  2. filtrationwere filtered off
  3. washthe ether layer was washed consecutively with water and saturated saline
  4. dry with materialdried with anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-b2ec2c3c0af84a1a9796bad43c5bc82a
Source dataset
uspto-grants-1985_07
Patent number
US04526893

Reaction notes

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