3-Hydroxybenzaldehyde → 3-{3-[(Thiomorpholin-4-yl)methyl]phenoxy}propan-1-amine

HRID 1981352

Reaktionsgleichung

Reaktionsgleichung von HRID 1981352
OC1C=C(C=CC=1)C=O.N1CCSCC1.[BH4-].[Na+].[S:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]2[CH:26]=[C:27]([OH:31])[CH:28]=[CH:29][CH:30]=2)[CH2:20][CH2:19]1.Cl.Cl[CH2:34][CH2:35][CH2:36][NH2:37].[H-].[Na+]>>[S:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]2[CH:26]=[C:27]([CH:28]=[CH:29][CH:30]=2)[O:31][CH2:34][CH2:35][CH2:36][NH2:37])[CH2:20][CH2:19]1

Komponenten

7

Edukt 6

HCID 1013-HydroxybenzaldehydeHCID 24758Sodium hydrideHCID 67164ThiomorpholineHCID 763337Phenol, 3-(4-thiomorpholinylmethyl)-HCID 4311764Sodium borohydrideHCID 114690951-Propanamine, 3-chloro-, hydrochloride

Produkt 1

HCID 201515063-{3-[(Thiomorpholin-4-yl)methyl]phenoxy}propan-1-amine

Versuchsvorschrift

By operating as described hereinabove, by reacting 0.2 mol of 3-hydroxybenzaldehyde with 0.4 mol of thiomorpholine in the presence of 0.2 mol of sodium borohydride (as in PREPARATION 1(a) 3-thiomorpholinomethylphenol is obtained, which, treated with an excess of 3-chloropropylamine hydrochloride in the presence of sodium hydride (as in PREPARATION 1(b), gives 3-(3-thiomorpholinomethylphenoxy)propylamine, in the form of an oil.

Aufarbeitung

  1. customis obtained

Quellen und Nachweise

ORD-Eintrag
ord-56be3c1587b541558e18dc19dd2b92a3
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04514408

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