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4-Chlorobenzoyl chloride → HCID 15293229, 화합물

HRID 1654030
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HRID 1654030 반응식
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][CH:5]1[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:23][C:24]1[CH:32]=[CH:31][C:27]([C:28](Cl)=[O:29])=[CH:26][CH:25]=1>C(#N)C.ClCCl>[Cl:23][C:24]1[CH:32]=[CH:31][C:27]([C:28]([NH:1][CH2:2][CH2:3][N:4]2[CH2:8][CH2:7][CH2:6][CH:5]2[C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=2)=[O:29])=[CH:26][CH:25]=1
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참가 물질

6

반응물 3

HCID 85014-Chlorobenzoyl chlorideHCID 11430Potassium CarbonateHCID 23361315N-(2-aminoethyl)-2-(3-methoxyphenyl)pyrrolidine

생성물 1

HCID 15293229HCID 15293229, 화합물수율 85%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 6344Dichloromethane
용매

실험 절차

To a solution of N-(2-aminoethyl)-2-(3-methoxyphenyl)pyrrolidine (0.58 g) in acetonitrile (15 ml) was added milled potassium carbonate (1.10 g) followed by 4-chlorobenzoyl chloride (0.33 ml) at ambient temperature, under nitrogen. The reaction mixture was stirred for 1.5 hrs, diluted with dichloromethane, and filtered. The filter cake was washed with dichloromethane, and the combined filtrates were concentrated. The residue was purified by flash column chromatography (silica gel, 0-20% methanol/dichloromethane). The appropriate fractions were collected and concentrated to afford 0.80 g (85%) of product. Trituration with ether/petroleum ether gave the analytical sample, mp 96°-98° C.

후처리

  1. filtrationfiltered
  2. washThe filter cake was washed with dichloromethane
  3. concentrationthe combined filtrates were concentrated
  4. customThe residue was purified by flash column chromatography (silica gel, 0-20% methanol/dichloromethane)
  5. customThe appropriate fractions were collected
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4647c3a4326e4cf1bd0cb744eb94715e
출처 데이터셋
uspto-grants-1995_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05405845

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