Epichlorohydrin → 2-Aminotetralin

HRID 1656636Notes

Reaction equation

HRID 1656636 reaction equation
C(C1OC1)Cl.[OH-].[Na+].Cl.[CH2:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH:10]1[NH:19]CC(O)COC1C2SC=C(C)C=2C=CC=1>C(O)C>[NH2:19][CH:10]1[CH2:11][CH2:12][C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:9]1

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 14798Sodium HydroxideHCID 14751025HCID 14751025, compound

Product 1

HCID 346772-Aminotetralin

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Following the procedure of Example 33, but starting from 7-hydroxy-3-methylthiophene and epichlorohydrin in the presence of sodium hydroxide and contacting a solution of the obtained raw epoxide in absolute ethanol with a solution of 2-aminotetralin in absolute ethanol, N-(1,2,3,4-tetrahydronaphth-2-yl)-2-hydroxy-3-(3-methylbenzothien-7-yloxy)propanamine hydrochloride is obtained ((i): R=H, Ar=radical 28, wherein Z is methyl and the chain bridges position 7 of the Ar radical and position 2 of the tetralin moiety).

Sources & evidence

ORD record
ord-86caa332a7b143e9a09af1bad9c30b3c
Source dataset
uspto-grants-1993_10
Patent number
US05254595

Reaction notes

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