Aluminium lithium hydride → HCID 21474747, compound

HRID 1901704Notes

Reaction equation

HRID 1901704 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][CH2:13][CH:14]([OH:19])[CH2:15][N:16]=[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][CH2:9][CH2:10][CH2:11][O:12][CH2:13][CH:14]([OH:19])[CH2:15][NH2:16])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21474724HCID 21474724, compound

Product 1

HCID 21474747HCID 21474747, compoundYield 106%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation 13 was repeated, except that 4.5 g of 3-(5-phenylpentyloxy)-2-hydroxypropylazide (prepared as described in Preparation 50), 1.3 g of lithium aluminum hydride and 250 ml of anhydrous tetrahydrofuran were used, to give 4.3 g of the title compound as a pale yellow oil having an Rf value of 0.09 (on silica gel thin layer chromatography, using a 10:2:1 by volume mixture of ethyl acetate, ethanol and triethylamine as the developing solvent).

Workup

  1. customA procedure similar to that described in Preparation 13

Sources & evidence

ORD record
ord-9d12f78602984a36906ec44223e5bd41
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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