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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
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Dimethylformamide → Fluocortin

HRID 2072191
ノート
印刷プレビュー

反応式

HRID 2072191 の反応式
[F:1][C@@H:2]1[C:22]2[C@:17]([CH3:24])([CH:18]=[CH:19][C:20](=[O:23])[CH:21]=2)[C@@H:16]2[C@H:4]([C@H:5]3[C@:13]([CH3:26])([CH2:14][C@@H:15]2[OH:25])[C@@H:8]([C:9](=[O:12])[CH:10]=[O:11])[C@H:7]([CH3:27])[CH2:6]3)[CH2:3]1.CN(C)C=[O:31].FCCO.[C-]#N.[K+]>[O-2].[Mn+4].[O-2].C(O)(=O)C>[F:1][C@@H:2]1[C:22]2[C@:17]([CH3:24])([CH:18]=[CH:19][C:20](=[O:23])[CH:21]=2)[C@@H:16]2[C@H:4]([C@H:5]3[C@:13]([CH3:26])([CH2:14][C@@H:15]2[OH:25])[C@@H:8]([C:9](=[O:12])[C:10]([OH:31])=[O:11])[C@H:7]([CH3:27])[CH2:6]3)[CH2:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 9032Potassium CyanideHCID 97372-FluoroethanolHCID 86735083HCID 86735083、化合物

生成物 1

HCID 22875828Fluocortin

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒
HCID 176
Acetic Acid
溶媒

実験手順

1.4 g. of 6α-fluoro-11β-hydroxy-3,20-dioxo-16α-methyl-1,4-pregnadien-21-al is dissolved in 14 ml. of dimethylformamide and combined with 5 ml. of 2-fluoroethanol, 1.4 ml. of concentrated acetic acid, 2.8 g. of active manganese (IV) oxide, and 225 mg. of potassium cyanide. The reaction mixture is agitated for 10 minutes at room temperature and then filtered off from the manganese (IV) oxide. The filtrate is poured into water and extracted with dichloromethane. The organic phase is washed with water, dried with sodium sulfate, and concentrated under vacuum. The residue is chromatographed on silica gel. With 31-33% acetone-hexane, after recrystallization from acetone/hexane, 630 mg. of the 2-fluoroethyl ester of 6α-fluoro-11β-hydroxy-3,20-dioxo-16α-methyl-1,4-pregnadien-21-oic acid is obtained; m.p. 188.0° C. [α]D25 = +141° (chloroform). UV: ε242 = 16,900 (methanol)

後処理

  1. filtrationfiltered off from the manganese (IV) oxide
  2. additionThe filtrate is poured into water
  3. extractionextracted with dichloromethane
  4. washThe organic phase is washed with water
  5. dry with materialdried with sodium sulfate
  6. concentrationconcentrated under vacuum
  7. customThe residue is chromatographed on silica gel
  8. customWith 31-33% acetone-hexane, after recrystallization from acetone/hexane, 630 mg

出典と根拠

ORDレコード
ord-2c0946b893fa45b2a8541cfbdd9ce654
出典データセット
uspto-grants-1977_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04049804

反応ノート

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