Aluminium lithium hydride → HCID 21474772, compound

HRID 1901710Notes

Reaction equation

HRID 1901710 reaction equation
[C:1]1([CH2:7][CH2:8][O:9][CH2:10][CH:11]([OH:16])[CH2:12][N:13]=[N+]=[N-])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[C:1]1([CH2:7][CH2:8][O:9][CH2:10][CH:11]([OH:16])[CH2:12][NH2:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21474741HCID 21474741, compound

Product 1

HCID 21474772HCID 21474772, compoundYield 95.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation 13 was repeated, except that 5.30 g of 3-(2-phenylethoxy)-2-hydroxypropylazide (prepared as described in Preparation 56), 1.85 g of lithium aluminum hydride and 120 ml of anhydrous tetrahydrofuran were used, to give 4.47 g of the title compound as a colorless oil having an Rf value of 0.09 (on silica gel thin layer chromatography, using a 10:1 by volume mixture of ethyl acetate and methanol as the developing solvent).

Workup

  1. customA procedure similar to that described in Preparation 13

Sources & evidence

ORD record
ord-e73711e75ed346ad82f06cf59385e9d4
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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