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1-(1-Phenyltetrazol-5-yloxy)-2,3-epoxypropane → 2-Aminotetralin

HRID 1656642
Notes
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Reaction equation

HRID 1656642 reaction equation
[C:1]1([N:7]2C(OCC3OC3)=NN=N2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)C.Cl.C1C2C(=CC=CC=2)CCC1NCC(O)COC1N(C2C=CC=CC=2)N=NN=1>[NH2:7][CH:1]1[CH2:2][CH2:3][C:4]2[C:5](=[CH:6][CH:1]=[CH:2][CH:3]=2)[CH2:6]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 123998231-(1-Phenyltetrazol-5-yloxy)-2,3-epoxypropane

Product 1

HCID 346772-AminotetralinYield 100.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14751089N-(1,2,3,4-tetrahydronaphth-2-yl)-2-hydroxy-3-(1-phenyltetrazol-5-yloxy)propanamine hydrochlorideSolvent

Procedure

Following the procedure of Example 27, but starting from 1-(1-phenyltetrazol-5-yloxy)-2,3-epoxypropane (4.37 g) prepared as described in BE 866,278 and 2-aminotetralin (1.48 g) in absolute ethanol (60 ml), N-(1,2,3,4-tetrahydronaphth-2-yl)-2-hydroxy-3-(1-phenyltetrazol-5-yloxy)propanamine hydrochloride is obtained ((i): R=H, Ar=radical 60, wherein Z=Z'=H and the chain is attached to position 2 of the tetralin moiety).

Workup

  1. customprepared

Sources & evidence

ORD record
ord-76719bc6329946e595c2f6941802a886
Source dataset
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05254595

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes