Aluminium lithium hydride → HCID 21474735, compound

HRID 1901707Notes

Reaction equation

HRID 1901707 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][O:10][CH2:11][CH:12]([OH:17])[CH2:13][N:14]=[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][O:10][CH2:11][CH:12]([OH:17])[CH2:13][NH2:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 21474718HCID 21474718, compound

Product 1

HCID 21474735HCID 21474735, compoundYield 103.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation 13 was repeated, except that 6.5 g of 3-(3-phenylpropoxy)-2-hydroxypropylazide (prepared as described in Preparation 53), 2.1 g of lithium aluminum hydride and 250 ml of anhydrous tetrahydrofuran were used, to give 6 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-e6e4d1b21171403f9e94170a0c0c6616
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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