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Water → HCID 131724395, 화합물

HRID 2083903
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HRID 2083903 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[C:4]([O:9][CH3:10])[CH:3]=1.C(N(CC)CC)C.Br[CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22].O>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:4]([O:9][CH3:10])[CH:3]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 68320Ethyl 3-bromopropionateHCID 113442904-chloro-2-methoxythiophenol

생성물 1

HCID 131724395HCID 131724395, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

4-Chloro-2-methoxythiophenol (5.78 g, 33 mmol), triethylamine (5.0 mL, 36 mmol) and ethyl 3-bromopropanoate (4.6 mL, 36 mmol) were dissolved in ethyl acetate (50 mL) and refluxed for 2 h. Water was added and the liquid phases were separated. The aqueous phase was extracted two times with ethyl acetate. The combined organic fractions were washed with 1 M aq. HCl and then concentrated in vacuo. Purification by flash chromatography (SiO2; heptane: dichloromethane (1:1, 0:1)) afforded the sub-title compound as a yellow solid. Yield: 3.0 g (30%). Estimated purity: 75% (NMR).

후처리

  1. temperaturerefluxed for 2 h
  2. customthe liquid phases were separated
  3. extractionThe aqueous phase was extracted two times with ethyl acetate
  4. washThe combined organic fractions were washed with 1 M aq. HCl
  5. concentrationconcentrated in vacuo
  6. customPurification by flash chromatography (SiO2; heptane: dichloromethane (1:1, 0:1))

출처 및 근거

ORD 기록
ord-2338641d4b504ae2829b13830bb73896
출처 데이터셋
uspto-grants-2004_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06716834B2

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