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Acetonitrile → Ethyl 4-amino-3-chloro-5-methoxybenzoate

HRID 1971776
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HRID 1971776 반응식
C(#N)C.[Cl:4]N1C(=O)CCC1=O.[NH2:12][C:13]1[CH:23]=[CH:22][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:15][C:14]=1[O:24][CH3:25]>CCCCCCC.C(OCC)(=O)C>[NH2:12][C:13]1[C:14]([O:24][CH3:25])=[CH:15][C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:22][C:23]=1[Cl:4]
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참가 물질

5

반응물 3

HCID 6342AcetonitrileHCID 31398ChlorosuccinimideHCID 11788808Ethyl 4-amino-3-methoxybenzoate

생성물 1

HCID 57912463Ethyl 4-amino-3-chloro-5-methoxybenzoate수율 75.4%

시약·촉매·용매 1

HCID 21899848Ethylacetate heptane용매

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온도
60 °C

실험 절차

After adding acetonitrile (170 mL) and N-chlorosuccinimide (13.4 g, 100 mmol) to ethyl 4-amino-3-methoxybenzoate (17.8 g, 91.2 mmol) in that order, the mixture was stirred at 60° C. for 2 hours. The mixture was returned to room temperature, and the solvent in the mixture was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (mixture of n-heptane and ethyl acetate: n-heptane/ethyl acetate=8/1 then 4/1) to obtain the title compound (15.8 g, 68.8 mmol).

후처리

  1. customwas returned to room temperature
  2. distillationthe solvent in the mixture was distilled off under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (
  4. additionmixture of n-heptane and ethyl acetate

출처 및 근거

ORD 기록
ord-9c3ca67a2e00410685b0dceb0dff1fdd
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431603B2

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