Carbon Disulfide → [3-[3-(1-Piperidinylmethyl)phenoxy]propyl]isothiocyanate

HRID 35067

反応式

HRID 35067 の反応式
[C:1](=[S:3])=S.[N:4]1([CH2:10][C:11]2[CH:12]=[C:13]([CH:19]=[CH:20][CH:21]=2)[O:14][CH:15](N)[CH2:16][CH3:17])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.C([N:24](CC)CC)C>CC(C)=O.[Hg](Cl)Cl>[N:4]1([CH2:10][C:11]2[CH:12]=[C:13]([CH:19]=[CH:20][CH:21]=2)[O:14][CH2:15][CH2:16][CH2:17][N:24]=[C:1]=[S:3])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

参加物

6

反応物 3

HCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 212975763-(1-Piperidinylmethyl)phenoxy propanamine

生成物 1

HCID 13391620[3-[3-(1-Piperidinylmethyl)phenoxy]propyl]isothiocyanate

試薬・触媒・溶媒 2

HCID 24085Mercuric Chloride触媒HCID 180Acetone溶媒3 回

反応条件

温度
-14 °C

実験手順

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.

後処理

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 45 minutes
  3. filtrationThe resulting suspension was purified by filtration
  4. customthe filtrate evaporated in vacuo
  5. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-c5fa03e0c1ec46999ab8fa5c993f6693
出典データセット
uspto-grants-1988_08
特許番号
US04764612

関連ノート

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