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Triethylamine → N-(3-piperidin-1-yl-propyl)-terephthalamic acid methyl ester

HRID 1676949
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반응식

HRID 1676949 반응식
C(N(CC)CC)C.[N:8]1([CH2:14][CH2:15][CH2:16][NH2:17])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[Cl-].[CH3:19][O:20][C:21](=[O:31])[C:22]1[CH:30]=[CH:29][C:25]([C:26](O)=[O:27])=[CH:24][CH:23]=1>C(Cl)Cl>[CH3:19][O:20][C:21](=[O:31])[C:22]1[CH:30]=[CH:29][C:25]([C:26]([NH:17][CH2:16][CH2:15][CH2:14][N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:27])=[CH:24][CH:23]=1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 19049Piperidine-1-propylamineHCID 53442854Terephthalic acid monomethylester chloride

생성물 1

HCID 11673899N-(3-piperidin-1-yl-propyl)-terephthalamic acid methyl ester수율 78%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

Triethylamine (250 mg, 2.5 mmol) and 3-piperidinopropylamine (284 mg, 2.0 mmol) are dissolved in CH2Cl2 (5 mL). Terephtalic acid monomethyl ester chloride (197 mg, 2.0 mmol) in 2.0 ml of CH2Cl2 is added to the mixture. The reaction mixture is stirred at room temperature for 2 h. The reaction is diluted with CH2Cl2 and washed with brine. The separated organic layer is dried over Na2SO4 and evaporated. The crude material is purified by silica-gel column chromatography (CH2Cl2:2M NH3 in MeOH) to give 473 mg (78%) of the title compound. MS (APCI+) 305 (M+H)+.

후처리

  1. washwashed with brine
  2. dry with materialThe separated organic layer is dried over Na2SO4
  3. customevaporated
  4. customThe crude material is purified by silica-gel column chromatography (CH2Cl2:2M NH3 in MeOH)

출처 및 근거

ORD 기록
ord-0a3e8aa707ac4276be9676d9852195ce
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08008296B2

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