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

HRID 330394

반응식

HRID 330394 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-79450b90b97243f09b921d594904fb8c
출처 데이터셋
uspto-grants-1990_01
특허 번호
US04895840

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