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

HRID 41239
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HRID 41239 반응식
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[O:13][CH3:14].C(#N)C.[Cl:18]N1C(=O)CCC1=O>CCCCCCC.C(OCC)(=O)C>[NH2:1][C:2]1[C:3]([O:13][CH3:14])=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][C:12]=1[Cl:18]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

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
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실험 절차

To ethyl 4-amino-3-methoxybenzoate (17.8 g, 91.2 mmol), were added acetonitrile (170 mL) and N-chlorosuccinimide (13.4 g, 100 mmol) in this order, and the mixture was stirred at 60° C. for two 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 (a mixed solvent of n-heptane and ethyl acetate:n-heptane/ethyl acetate=8/1 then 4/1) to obtain the title compound (158 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 (a mixed solvent of n-heptane and ethyl acetate

출처 및 근거

ORD 기록
ord-b8c786945fd84eac843c3a1a2c584a5f
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08530504B2

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