Water → HCID 14271178, compound

HRID 368385Notes

Reaction equation

HRID 368385 reaction equation
[CH3:1][CH:2]([N:13]=[N+]=[N-])[CH:3]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:4].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>CCOCC>[CH3:1][CH:2]([NH2:13])[CH:3]([O:5][CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH3:4]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 23288456HCID 23288456, compound

Product 1

HCID 14271178HCID 14271178, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1-methyl-2-benzoxypropylazide (300 mL, 1.46 mmol) in ether (10 mL), lithium aluminum hydride (167 mg, 4.38 mmol) was added. The reaction mixture was stirred at room temperature for 1 hours. Then 0.17 mL of H2O, 0.2 mL of 15% NaOH and 0.42 mL of H2O were added. The solid was filtered. The liquid was concentrated under reduced pressure to give desired product (240 mg, 92%). EI-MS m/z 180 (M+).

Workup

  1. filtrationThe solid was filtered
  2. concentrationThe liquid was concentrated under reduced pressure

Sources & evidence

ORD record
ord-296193dc9acb418fba6a0fc668418026
Source dataset
uspto-grants-2000_10
Patent number
US06133319

Reaction notes

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