Sodium Hydroxide → HCID 55287762, compound

HRID 132801Notes

Reaction equation

HRID 132801 reaction equation
[N:1]([CH:4]([CH:7]1[CH2:11][O:10][C:9]([CH3:13])([CH3:12])[O:8]1)[CH2:5]I)=[N+]=[N-].[H-].[H-].[H-].[H-].[Li+].[Al+3].[N-]=[N+]=[N-].[OH-].[Na+]>C(OC)(C)(C)C.O>[CH3:12][C:9]1([CH3:13])[O:8][CH:7]([CH:4]2[CH2:5][NH:1]2)[CH2:11][O:10]1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 33558AzideHCID 21226445Aluminium lithium hydride2×HCID 86760694HCID 86760694, compound

Product 1

HCID 55287762HCID 55287762, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 15413tert-Butyl methyl etherSolvent2×

Procedure

Iodoazide 19 was added as a methyl t-butyl ether (MTBE) solution to LAH in MTBE at a slow rate such that the solvent undergoes very mild reflux. At the completion of the azide addition, the reaction is stirred overnight and then worked up by the addition of 4 n mL water and n mL 2 N aq. sodium hydroxide solution for every n g of LAH used. The slurry was filtered and the ethereal solution of 20 carried on the next step.

Workup

  1. filtrationThe slurry was filtered

Sources & evidence

ORD record
ord-a8be34d695284d31a29dad7251693a96
Source dataset
uspto-grants-2008_06
Patent number
US07388118B2

Reaction notes

Loading…