Aluminium lithium hydride → HCID 21474769, compound

HRID 2294330Notes

Reaction equation

HRID 2294330 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][CH2:14][CH:15]([OH:20])[CH2:16][N:17]=[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][CH2:12][O:13][CH2:14][CH:15]([OH:20])[CH2:16][NH2:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21474785HCID 21474785, compound

Product 1

HCID 21474769HCID 21474769, compoundYield 77%

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-(6-phenylhexyloxy)-2-hydroxypropylazide (prepared as described in Preparation 62), 1.23 g of lithium aluminum hydride and 150 ml of anhydrous tetrahydrofuran were used, to give 3.14 g of the title compound as a pale yellow oil having an Rf value of 0.12 (on silica gel thin layer chromatography, using a 5:1:1 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-590223d248c24047990d7739b6e9311b
Source dataset
uspto-grants-1997_11
Patent number
US05688823

Reaction notes

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