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Ammonium Chloride → Rac-5-{2-ethinyl-2-hydroxy-3-[1-(2-fluoro-5-trifluoromethylphenyl)-cyclopropyl]-propionylamino}phthalide

HRID 2217745
ノート
印刷プレビュー

反応式

HRID 2217745 の反応式
[C:1]([Mg]Br)#[CH:2].[F:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:7]=1[C:16]1([CH2:19][C:20](=[O:34])[C:21]([NH:23][C:24]2[CH:25]=[C:26]3[C:31](=[CH:32][CH:33]=2)[C:29](=[O:30])[O:28][CH2:27]3)=[O:22])[CH2:18][CH2:17]1.[Cl-].[NH4+]>C1COCC1>[C:1]([C:20]([OH:34])([CH2:19][C:16]1([C:7]2[CH:8]=[C:9]([C:12]([F:15])([F:13])[F:14])[CH:10]=[CH:11][C:6]=2[F:5])[CH2:18][CH2:17]1)[C:21]([NH:23][C:24]1[CH:25]=[C:26]2[C:31](=[CH:32][CH:33]=1)[C:29](=[O:30])[O:28][CH2:27]2)=[O:22])#[CH:2]
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 25517Ammonium ChlorideHCID 688712075-{3-[1-(2-Fluoro-5-trifluoromethylphenyl)-cyclopropyl]-2-oxo-propionylamino}-phthalideHCID 178418486HCID 178418486、化合物

生成物 1

HCID 58900308Rac-5-{2-ethinyl-2-hydroxy-3-[1-(2-fluoro-5-trifluoromethylphenyl)-cyclopropyl]-propionylamino}phthalide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Ethinyl magnesium bromide (6 ml, 0.5 M in tetrahydrofuran) was added to an ice-cold solution that consists of 5-{3-[1-(2-fluoro-5-trifluoromethylphenyl)-cyclopropyl]-2-oxopropionylamino}phthalide (632 mg) in THF (4 ml). The reaction solution under argon was allowed to come to room temperature within 3 hours. Then, the reaction mixture was poured into ice-cold, saturated ammonium chloride solution. It was extracted with ethyl acetate. The combined organic phases were washed with saturated sodium chloride solution and dried on sodium sulfate. The crude product that is obtained was chromatographed on silica gel. 2.2 g of product was obtained.

後処理

  1. extractionIt was extracted with ethyl acetate
  2. washThe combined organic phases were washed with saturated sodium chloride solution
  3. customdried on sodium sulfate
  4. customThe crude product that is obtained
  5. customwas chromatographed on silica gel

出典と根拠

ORDレコード
ord-dc9248e4de204cb3a159ddb412bff18b
出典データセット
uspto-grants-2008_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07408060B2

反応ノート

読み込み中…

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