Piperazine → 1-(Naphthalen-1-yloxy)-3-piperazin-1-yl-propan-2-ol

HRID 2287139ノート

反応式

HRID 2287139 の反応式
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:7]([O:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1)[CH:8]1[O:10][CH2:9]1>>[C:12]1([O:11][CH2:7][CH:8]([OH:10])[CH2:9][N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1

参加物

3

反応物 2

HCID 4837PiperazineHCID 915212-((1-Naphthalenyloxy)methyl)oxirane

生成物 1

HCID 30951491-(Naphthalen-1-yloxy)-3-piperazin-1-yl-propan-2-ol収率 64.7%

実験手順

In the same manner as described in Example 1A, 9.1 g of piperazine is allowed to react with 10.8 g of α-naphthyl glycidyl ether to yield 10.0 g of N-[3-(naphth-1-yloxy)-2-hydroxypropyl]-piperazine. Five grams of this compound and 2.3 g of triethylamine are dissolved in 20 ml of benzene and, with stirring and at room temperature, 3.16 g of N,N-diethylcarbamyl chloride are added dropwise over a period of 30 minutes. When the addition is complete, the mixture is heated at reflux for 2 hours and, after cooling, washed with water and dried. The solvent is removed by distillation, the residue dissolved in ethanol and hydrogen chloride bubbled through the solution. The title compound is thus obtained as the hydrochloride which is recrystallized from isopropyl alcohol. Yield: 2.44 g; m.p. 152°-156° C.

出典と根拠

ORDレコード
ord-c6afa39888ae4806a7e403d21ca28871
出典データセット
uspto-grants-1981_05
特許番号
US04269838

反応ノート

読み込み中…