Acetic Acid → HCID 86722244, 화합물

HRID 869399노트

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HRID 869399 반응식
[NH2:1][C:2]1[C:6]2[C:7]([Cl:13])=[C:8]([O:11][CH3:12])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:14](=[O:28])[CH:15]=[CH:16][C:17]1[N:18]=[C:19]([NH:22][C:23](=[O:27])[CH:24]([CH3:26])[CH3:25])[S:20][CH:21]=1.CC(O)=O.OP(O)(O)=O>CC#N.[Cl-].[Cl-].[Zn+2]>[Cl:13][C:7]1[C:6]2[C:2]3[NH:1][CH:16]([C:17]4[N:18]=[C:19]([NH:22][C:23](=[O:27])[CH:24]([CH3:26])[CH3:25])[S:20][CH:21]=4)[CH2:15][C:14](=[O:28])[C:3]=3[O:4][C:5]=2[CH:10]=[CH:9][C:8]=1[O:11][CH3:12]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 1004Phosphoric AcidHCID 86722243HCID 86722243, 화합물

생성물 1

HCID 86722244HCID 86722244, 화합물수율 19.2%

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 6342Acetonitrile용매

반응 조건

온도
80 °C

실험 절차

To a mixture of 11E (2.6 g, 6.19 mmol) in MeCN (30 mL) was added ZnCl2 (1.27 g, 1.5 eq, 9.3 mmol) at room temperature, followed by AcOH (30 mL) and H3PO4 (30 mL) The reaction mixture was stirred 80° C. overnight. After reaction completed, the mixture was cooled and poured into crushed ice under stirring, neutralized to pH=7˜8, extracted with ethyl acetate, dried and concentrated to give 1.6 g of crude product, which was purified by column chromatography on silica gel to give 500 mg of pure product (11F).

후처리

  1. customAfter reaction
  2. temperaturethe mixture was cooled
  3. additionpoured
  4. custominto crushed ice
  5. stirringunder stirring
  6. extractionextracted with ethyl acetate
  7. customdried
  8. concentrationconcentrated
  9. customto give 1.6 g of crude product, which
  10. customwas purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-8de8db36e93743beac580d3ea7b1ab47
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969373B2

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