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Triethylamine → N-[2-(Phenylsulfonyl)ethyl]-1-homopiperidineethanamine maleate

HRID 330394
ノート
印刷プレビュー

反応式

HRID 330394 の反応式
Cl[CH2:2][CH2:3][S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)(=[O:6])=[O:5].[NH2:13][CH2:14][CH2:15][N:16]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.C(N(CC)CC)C.[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]\[C:33]([OH:35])=[O:34]>C(#N)C.CO>[C:30]([OH:37])(=[O:36])/[CH:31]=[CH:32]\[C:33]([OH:35])=[O:34].[C:7]1([S:4]([CH2:3][CH2:2][NH:13][CH2:14][CH2:15][N:16]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)(=[O:6])=[O:5])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 13646((2-Chloroethyl)sulphonyl)benzeneHCID 40002Hexahydro-1H-azepine-1-ethanamineHCID 444266Maleic Acid

生成物 1

HCID 70360557N-[2-(Phenylsulfonyl)ethyl]-1-homopiperidineethanamine maleate収率 60.7%

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
2 回
HCID 6342Acetonitrile溶媒

実験手順

A mixture of 20.06 g (0.098 mole) of [(2-chloroethyl)sulfonyl]benzene 15.44 g (0.109 mole) of N-(2-aminoethyl)homopiperidine, and 15.0 g (0.149 mole) of triethylamine in 800 ml of acetonitrile was stirred at room temperature for 18 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and water. The methylene chloride solution was dried over magnesuim sulfate, and the solvent waas removed in vacuo to give an oil. This was dissolved in methanol, and the solution was treated with a solution of 2 equivalents of maleic acid (25.52 g, 0.22 mole) in methanol. A white solid precipitated at room temperature to give 32.3 g (60.7%) of title compound as a white solid; mp 144°-146° C.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between methylene chloride and water
  3. dry with materialThe methylene chloride solution was dried over magnesuim sulfate
  4. customthe solvent waas removed in vacuo
  5. customto give an oil
  6. customA white solid precipitated at room temperature

出典と根拠

ORDレコード
ord-79450b90b97243f09b921d594904fb8c
出典データセット
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04895840

反応ノート

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