Aluminium lithium hydride → 3-(7-Phenylheptyloxy)-2-hydroxypropylamine

HRID 1901722Notes

Reaction equation

HRID 1901722 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][CH2:15][CH:16]([OH:21])[CH2:17][N:18]=[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][CH2:13][O:14][CH2:15][CH:16]([OH:21])[CH2:17][NH2:18])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 214747743-(7-Phenylheptyloxy)-2-hydroxypropylazide

Product 1

HCID 214747673-(7-Phenylheptyloxy)-2-hydroxypropylamineYield 81.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation 13 was repeated, except that 1.1 g of 3-(7-phenylheptyloxy)-2-hydroxypropylazide (prepared as described in Preparation 68), 0.287 g of lithium aluminum hydride and 50 ml of anhydrous tetrahydrofuran were used, to give 0.82 g of the title compound 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-6bb729978c2d47fda87e32f74f160970
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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