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Tin tetrachloride dihydrate → [(15)-2-(3,5-Dichloro-1-oxidopyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethyl] 3-aminobenzoate

HRID 1529527
ノート
印刷プレビュー

反応式

HRID 1529527 の反応式
[Cl:1][C:2]1[CH:3]=[N+:4]([O-:33])[CH:5]=[C:6]([Cl:32])[C:7]=1[CH2:8][C@H:9]([O:20][C:21](=[O:31])[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([N+:28]([O-])=O)[CH:23]=1)[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1.O.O.[Sn](Cl)(Cl)(Cl)Cl>O1CCCC1>[NH2:28][C:24]1[CH:23]=[C:22]([CH:27]=[CH:26][CH:25]=1)[C:21]([O:20][C@H:9]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1)[CH2:8][C:7]1[C:2]([Cl:1])=[CH:3][N+:4]([O-:33])=[CH:5][C:6]=1[Cl:32])=[O:31]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 85782573Tin tetrachloride dihydrateHCID 86720690[(1S)-2-(3,5-dichloro-1-oxidopyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethyl]-3-nitrobenzoate

生成物 1

HCID 90186859[(15)-2-(3,5-Dichloro-1-oxidopyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethyl] 3-aminobenzoate収率 87%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
75 °C

実験手順

To a stirred solution of [(1S)-2-(3,5-dichloro-1-oxidopyridin-1-ium-4-yl)-1-(3,4-dimethoxyphenyl)ethyl]-3-nitrobenzoate (0.640 g, 1.30 mmol) in anhydrous tetrahydrofuran (30.0 mL) was added tin chloride dihydrate (1.18 g, 5.2 mmol). After heating at 75° C. for 16 hours, the reaction was allowed to cool to room temperature. The reaction was partitioned between ethyl acetate and sodium bicarbonate and extracted with ethyl acetate (×2). The combined organic extracts were dried on magnesium sulphate, filtered and the solvent was removed in vacuo to afford the title compound as a brown solid (0.520 g, 87% yield).

後処理

  1. temperatureto cool to room temperature
  2. customThe reaction was partitioned between ethyl acetate and sodium bicarbonate
  3. extractionextracted with ethyl acetate (×2)
  4. customThe combined organic extracts were dried on magnesium sulphate
  5. filtrationfiltered
  6. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-7ad455ae9c87442ca99cd0da8b69f519
出典データセット
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09090606B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート