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Water → Ethyl 1-cyclopropyl-8-ethinyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

HRID 129409
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HRID 129409 반응식
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:21])=[C:11]([F:20])[C:12]=3[C:14]#[C:15][Si](C)(C)C)[C:7](=[O:22])[C:6]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:5]2)[CH2:3][CH2:2]1.[F-].[K+].C(Cl)(Cl)Cl.O>CN(C)C=O>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:21])=[C:11]([F:20])[C:12]=3[C:14]#[CH:15])[C:7](=[O:22])[C:6]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[CH:5]2)[CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 6212ChloroformHCID 522689Potassium FluorideHCID 19371458Ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-(trimethylsilylethinyl)-4-oxo-3-quinolinecarboxylate

생성물 1

HCID 19371453Ethyl 1-cyclopropyl-8-ethinyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate수율 59%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

18.8 g of ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-(trimethylsilylethinyl)-4-oxo-3-quinolinecarboxylate and 9.7 g of potassium fluoride are stirred for 3 hours at room temperature in a mixture of 300 ml of dimethylformamide, 200 ml of chloroform and 15 ml of water. The mixture is then filtered, the filtrate is treated with 120 ml of water, and the mixture is acidified with dilute aqueous hydrochloric acid. After extraction by shaking with chloroform, the organic phase is dried over sodium sulphate and concentrated. The residue obtained is recrystallised from methanol. In this way, 9 g of ethyl 1-cyclopropyl-8-ethinyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate (59% of theory) are obtained.

후처리

  1. filtrationThe mixture is then filtered
  2. additionthe filtrate is treated with 120 ml of water
  3. extractionAfter extraction
  4. dry with materialthe organic phase is dried over sodium sulphate
  5. concentrationconcentrated
  6. customThe residue obtained
  7. customis recrystallised from methanol

출처 및 근거

ORD 기록
ord-5fa9d220f8604b57a9109b25bddd0fca
출처 데이터셋
uspto-grants-1995_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05468742

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