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Sodium Methoxide → HCID 66701012, 화합물

HRID 2075511
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HRID 2075511 반응식
C(O[C:4](=[O:13])[C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:6]=1[SH:12])C.C[O-].[Na+].[CH3:17][O:18][C:19](=[O:28])[C:20]([NH:23][C:24](=[O:27])[CH2:25]Cl)([CH3:22])[CH3:21]>CO>[CH3:17][O:18][C:19](=[O:28])[C:20]([NH:23][C:24]([C:25]1[S:12][C:6]2[CH:7]=[CH:8][C:9]([F:11])=[CH:10][C:5]=2[C:4]=1[OH:13])=[O:27])([CH3:22])[CH3:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 10942334Sodium MethoxideHCID 16217758Ethyl 5-fluoro-2-sulfanylbenzoateHCID 43700001HCID 43700001, 화합물

생성물 1

HCID 66701012HCID 66701012, 화합물수율 70.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 1.00 g 5-fluoro-2-mercaptobenzoic acid ethyl ester in 10 ml methanol 0.81 g of sodium methoxide were added portionwise, followed by addition of 0.97 g 2-(2-chloro-acetylamino)-2-methyl-propionic acid methyl ester. After refluxing the reaction under argon-atmosphere for 0.5 h the resulting mixture was filtrated, 20 ml water and 1.25 ml of acetic acid were added and the precipitated product was collected by filtration, washed with water, dissolved in ethyl acetate and THF, dried over sodium sulphate, filtrated and concentrated in vacuo. The resulting crude product was crystallized from diethylether to yield 1.10 g 2-[(5-fluoro-3-hydroxy-benzo[b]thiophene-2-carbonyl)-amino]-2-methyl-propionic acid methyl ester.

후처리

  1. temperatureAfter refluxing
  2. customthe reaction under argon-atmosphere for 0.5 h the resulting mixture
  3. filtrationwas filtrated
  4. addition20 ml water and 1.25 ml of acetic acid were added
  5. filtrationthe precipitated product was collected by filtration
  6. washwashed with water
  7. dissolutiondissolved in ethyl acetate
  8. dry with materialTHF, dried over sodium sulphate
  9. filtrationfiltrated
  10. concentrationconcentrated in vacuo
  11. customThe resulting crude product was crystallized from diethylether

출처 및 근거

ORD 기록
ord-9c566e86c3fa4c23811516f0dccf1c35
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07919628B2

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