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Triethylamine → HCID 44819171, 화합물

HRID 1909632
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HRID 1909632 반응식
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[CH:19]=[CH:18][C:10]([O:11][CH2:12][C@H:13]3[CH2:17][CH2:16][CH2:15][NH:14]3)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.Br[CH2:30][CH2:31][C:32]([O:34][CH3:35])=[O:33].O.ClCCl>ClCCl>[CH3:35][O:34][C:32](=[O:33])[CH2:31][CH2:30][N:14]1[CH2:15][CH2:16][CH2:17][C@@H:13]1[CH2:12][O:11][C:10]1[CH:18]=[CH:19][C:7]([O:6][C:5]2[CH:20]=[CH:21][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:8][CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 76934Methyl 3-bromopropanoateHCID 21908982Water methylene chlorideHCID 42641832(R)-2-[4-(4-Chlorophenoxy)phenoxymethyl]pyrrolidine

생성물 1

HCID 44819171HCID 44819171, 화합물수율 77%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

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온도
30 °C

실험 절차

To a solution of Example 18 (step 4) (0.8 g, 2.63 mmol) in dichloromethane (7.6 mL) was added triethylamine (0.78 mL, 5.60 mmol) and methyl 3-bromopropionate (0.32 mL, 2.93 mmol). The resulting solution was stirred at 30° C. overnight. The reaction mixture was poured into water/dichloromethane (50 mL/50 mL). The crude residue was extracted into dichloromethane. The organic portion was washed with water (50 mL), washed with brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product was purified by silica gel flash chromatography using hexane/EtOAc (gradient system) to give the title compound (0.79 g, 77%).

후처리

  1. extractionThe crude residue was extracted into dichloromethane
  2. washThe organic portion was washed with water (50 mL)
  3. washwashed with brine (50 mL)
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe crude product was purified by silica gel flash chromatography

출처 및 근거

ORD 기록
ord-8ee9eabb82414ca785fa26c0fd17e744
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08598359B2

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