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Sodium Methoxide → HCID 66701012、化合物

HRID 2075511
ノート
印刷プレビュー

反応式

HRID 2075511 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 10942334Sodium MethoxideHCID 16217758Ethyl 5-fluoro-2-sulfanylbenzoateHCID 43700001HCID 43700001、化合物

生成物 1

HCID 66701012HCID 66701012、化合物収率 70.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9c566e86c3fa4c23811516f0dccf1c35
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07919628B2

反応ノート

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