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Diisopropylamine → 1-[(3-Nitrophenyl)acetyl]pyrrolidine

HRID 546624
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HRID 546624 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](O)=O)([O-:3])=[O:2].[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1.[OH:18][C:19]1C2N=NNC=2C=CC=1.CNC(N=C=NCC)CCNC.C(NC(C)C)(C)C>ClCCl>[N+:1]([C:4]1[CH:5]=[C:6]([CH2:7][C:19]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[O:18])[CH:10]=[CH:11][CH:12]=1)([O-:3])=[O:2]
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참가 물질

7

반응물 5

HCID 7912DiisopropylamineHCID 84973-Nitrobenzoic acidHCID 31268PyrrolidineHCID 230638731,3-Dimethylaminopropyl-3-ethylcarbodiimideHCID 178418300HCID 178418300, 화합물

생성물 1

HCID 576259941-[(3-Nitrophenyl)acetyl]pyrrolidine

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a solution of 1.98 g of meta-nitrobenzoic acid in 50 mL of dichloromethane are successively added under argon, at 0° C., 0.81 mL of pyrrolidine, 0.13 g of hydroxybenzotriazole, 2.3 g of 1,3-dimethylaminopropyl-3-ethyl carbodiimide and 3.43 mL of diisopropylamine. The reaction mixture is then stirred at room temperature for 15 hours and washed with water. The organic phase is then washed with saturated sodium chloride solution, dried over magnesium sulphate, filtered and concentrated under reduced pressure. The residue is purified by chromatography on a column of silica, eluting with a mixture of ethyl acetate and cyclohexane (60/40 by volume) to give 1.92 g of 1-[(3-nitrophenyl)acetyl]pyrrolidine, the characteristics of which are as follows:

후처리

  1. washwashed with water
  2. washThe organic phase is then washed with saturated sodium chloride solution
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is purified by chromatography on a column of silica
  7. washeluting with a mixture of ethyl acetate and cyclohexane (60/40 by volume)

출처 및 근거

ORD 기록
ord-c7960010de0544389d5cdf2aa3b3e64e
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07935819B2

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