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Acetic Acid → HCID 178509102, 화합물

HRID 872119
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HRID 872119 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:11]([CH:13]2[CH2:15][CH2:14]2)=O)[C:9]#[N:10])=[CH:4][CH:3]=1.O.[NH2:17][NH2:18].C(O)(=O)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:11]([CH:13]3[CH2:14][CH2:15]3)=[N:17][NH:18][C:9]=2[NH2:10])=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 145579492-(4-Chlorophenyl)-3-cyclopropyl-3-oxopropanenitrile

생성물 1

HCID 178509102HCID 178509102, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

2-(4-Chlorophenyl)-3-cyclopropyl-3-oxopropanenitrile(7.74 g), hydrazine hydrate (3.5 mL) and acetic acid (7.5 mL) are dissolved in a toluene solvent and stirred for 16 hours while heating. Upon completion of reaction, after cooling to room temperature, the solvent is removed by distillation under reduced pressure. The remainder is extracted with water and ethyl acetate. The extracted organic layer is dehydrated and distilled under reduced pressure. The remainder is purified by column chromatography to yield 5.2 g of the target compound. 1H NMR (CDCl3, 300 MHz): δ 7.40 (m, 4H), 3.75 (br, 2H), 1.86 (m, 1H) 0.93 (m, 2H), 0.65 (m, 2H).

후처리

  1. temperaturewhile heating
  2. customUpon completion of reaction
  3. customthe solvent is removed by distillation under reduced pressure
  4. extractionThe remainder is extracted with water and ethyl acetate
  5. distillationdistilled under reduced pressure
  6. customThe remainder is purified by column chromatography

출처 및 근거

ORD 기록
ord-1c30b828453d453db34398dc65172c1c
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08975264B2

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