2-Propanol, 1-azido-3-phenoxy- → 1-Amino-3-phenoxypropan-2-ol

HRID 1901677Notes

Reaction equation

HRID 1901677 reaction equation
[O:1]([CH2:8][CH:9]([OH:14])[CH2:10][N:11]=[N+]=[N-])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[O:1]([CH2:8][CH:9]([OH:14])[CH2:10][NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 27939012-Propanol, 1-azido-3-phenoxy-HCID 21226445Aluminium lithium hydride

Product 1

HCID 27250731-Amino-3-phenoxypropan-2-olYield 107.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Preparation 13 was repeated, except that 1.17 g of 3-phenoxy-2-hydroxypropylazide (prepared as described in Preparation 14), 0.46 g of lithium aluminum hydride and 20 ml of anhydrous tetrahydrofuran were used, to give 1.09 g of the title compound, melting at 82° C. to 84° C.

Workup

  1. customA procedure similar to that described in Preparation 13

Sources & evidence

ORD record
ord-010a1653b05c43f5b44738a0ca054cea
Source dataset
uspto-grants-1996_11
Patent number
US05578620

Reaction notes

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