Реакция #63345

ord-c5fa03e0c1ec46999ab8fa5c993f6693

Уравнение реакции

S=C=S
carbon disulphide
CCC(N)Oc1cccc(CN2CCCCC2)c1
3-(1-piperidinylmethyl)phenoxy propanamine
CCN(CC)CC
Triethylamine
S=C=NCCCOc1cccc(CN2CCCCC2)c1
title compound
S=C=NCCCOc1cccc(CN2CCCCC2)c1
[3-[3-(1-Piperidinylmethyl)phenoxy]propyl]isothiocyanate

Растворители

Условия реакции

Температура
-14°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураthe mixture was heated
  2. 2
    Температураat reflux for 45 minutes
  3. 3
    ФильтрацияThe resulting suspension was purified by filtration
  4. 4
    Другоеthe filtrate evaporated in vacuo
  5. 5
    ДругоеThe residue was purified by column chromatography

Методика

A solution of carbon disulphide (3.3 ml) in acetone (8 ml) was added dropwise to a solution of 3-[3-(1-piperidinylmethyl)phenoxy propanamine (12.4 g) in acetone (30 ml) over a 15 minute period, between -5° and -10° C. The solution was cooled to -14° C. and mercury (II) chloride (13.6 g) in acetone (30 ml) was added, during 45 minutes. Triethylamine (16 ml) was added at 0° C. during 15 minutes, and the mixture was heated at reflux for 45 minutes. The resulting suspension was purified by filtration and the filtrate evaporated in vacuo. The residue was purified by column chromatography using methanol as eluant to give the title compound (6 g) as an amber oil.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04764612uspto-grants-1988_08