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Water → Agomelatine

HRID 243636
ノート
印刷プレビュー

反応式

HRID 243636 の反応式
Cl.[CH3:2][O:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[C:11]2[CH2:14][CH2:15][NH2:16])=[CH:6][CH:5]=1.[C:17]([O-])(=[O:19])[CH3:18].[Na+].C(OC(=O)C)(=O)C.O>C(O)C>[CH3:18][C:17]([NH:16][CH2:15][CH2:14][C:11]1[C:12]2[CH:13]=[C:4]([O:3][CH3:2])[CH:5]=[CH:6][C:7]=2[CH:8]=[CH:9][CH:10]=1)=[O:19]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 160500552-(7-Methoxynaphthalen-1-yl)ethan-1-amine hydrochloride

生成物 1

HCID 82148Agomelatine収率 86.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The compound V (6.0 g, 0.03 mol) produced as described above and sodium acetate (3.4 g) were dissolved in 70 ml of ethanol, and acetic anhydride (3.4 g, 0.033 mol) was added. The reaction solution was heated and refluxed for one hour. After cooling, about 100 ml of water was added, and the mixture was extracted with ethyl acetate (50 ml*3). The organic phases were combined, dried with anhydrous magnesium sulfate, and filtered to remove the drying agent. The filtrate was concentrated under reduced pressure, to give a solid. The solid was recrystallized in a 2:1 toluene/n-hexane mixture, to produce 5.3 g of agomelatine. The yield was 86.7%. The melting point was 107-109° C. (in Literature [2], 109° C.).

後処理

  1. temperatureThe reaction solution was heated
  2. temperaturerefluxed for one hour
  3. temperatureAfter cooling
  4. extractionthe mixture was extracted with ethyl acetate (50 ml*3)
  5. dry with materialdried with anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customto remove the drying agent
  8. concentrationThe filtrate was concentrated under reduced pressure
  9. customto give a solid
  10. customThe solid was recrystallized in a 2:1 toluene/n-hexane mixture

出典と根拠

ORDレコード
ord-dcfea88877a54a3abb46475ed69233c4
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08653281B2

反応ノート

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