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Phosphorus pentachloride → HCID 21034892, 화합물

HRID 1833247
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HRID 1833247 반응식
[CH2:1]([O:3][C:4](=[O:32])[CH:5]([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[C:24]([O:30][CH3:31])[CH:23]=1)[CH2:6][NH:7][C:8](=O)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH:17]([CH2:19][CH3:20])[CH3:18])[CH:11]=1)[CH3:2].P(Cl)(Cl)(Cl)(Cl)Cl>ClCCl>[CH2:1]([O:3][C:4]([CH:5]1[C:22]2[C:27](=[CH:26][C:25]([O:28][CH3:29])=[C:24]([O:30][CH3:31])[CH:23]=2)[C:8]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH:17]([CH2:19][CH3:20])[CH3:18])[CH:11]=2)=[N:7][CH2:6]1)=[O:32])[CH3:2]
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참가 물질

4

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HCID 24819Phosphorus pentachlorideHCID 21034893HCID 21034893, 화합물

생성물 1

HCID 21034892HCID 21034892, 화합물수율 102.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 3-[2-(3-sec-butoxy-phenyl)-acetylamino]-2-(3,4-dimethoxy-phenyl)-propionic acid ethyl ester (11.2 g, 25.3 mmol) in dichloromethane (140 mL) was added phosphorus pentachloride (7.85 g, 37.7 mmol). The reaction mixture was stirred at room temperature for 15 hrs. The mixture was diluted with dichloromethane and washed with cold saturated aqueous sodium bicarbonate solution (50 mL) and saturated aqueous sodium chloride solution (50 mL). The aqueous phase was extracted with dichloromethane (3×50 mL). The combined extracts were dried over anhydrous magnesium sulfate, filtered and concentrated in vauo to afford 1-(3-sec-butoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-isoquinoline-4-carboxylic acid ethyl ester (11.0 g, 99% yield) as a yellow oil. The crude product was used in the next step reaction without further purification.

후처리

  1. washwashed with cold saturated aqueous sodium bicarbonate solution (50 mL) and saturated aqueous sodium chloride solution (50 mL)
  2. extractionThe aqueous phase was extracted with dichloromethane (3×50 mL)
  3. dry with materialThe combined extracts were dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vauo

출처 및 근거

ORD 기록
ord-8ad0160fccc14da09994cd248eb3e390
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07067529B2

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