ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
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
  1. ホーム
  2. /反応

Hydrochloric Acid → 6-cyano-2,2-dimethyl-4-(1,2-dihydro-2-oxo-4-(3-hydroxypropyl)-1-pyridinyl}-2H-benzo[b]pyran

HRID 487651
ノート
印刷プレビュー

反応式

HRID 487651 の反応式
[C:1]([C:3]1[CH:32]=[CH:31][C:6]2[O:7][C:8]([CH3:30])([CH3:29])[CH:9]=[C:10]([N:11]3[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][O:20][Si](C(C)(C)C)(C)C)=[CH:13][C:12]3=[O:28])[C:5]=2[CH:4]=1)#[N:2].Cl>CO.O1CCOCC1>[C:1]([C:3]1[CH:32]=[CH:31][C:6]2[O:7][C:8]([CH3:30])([CH3:29])[CH:9]=[C:10]([N:11]3[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][OH:20])=[CH:13][C:12]3=[O:28])[C:5]=2[CH:4]=1)#[N: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 2

HCID 313Hydrochloric AcidHCID 217469126-cyano-2,2-dimethyl-4-{1,2-dihydro-2-oxo-4-(3-t-butyldimethylsilyloxypropyl)-1-pyridinyl}-2H-benzo[b]pyran

生成物 1

HCID 190925556-cyano-2,2-dimethyl-4-(1,2-dihydro-2-oxo-4-(3-hydroxypropyl)-1-pyridinyl}-2H-benzo[b]pyran収率 94.4%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 312751,4-Dioxane
溶媒

実験手順

In 7.50 ml of methanol, is dissolved 819 mg of 6-cyano-2,2-dimethyl-4-{2-oxo-4-(3-t-butyldimethylsilyloxypropyl)-1-pyridinyl}-2H-benzo[b]pyran obtained in Example 40. Then, 1.90 ml of 4N hydrochloric acid in dioxane is added thereto at 0° C., and reacted at room temperature for 30 minutes. The reaction mixture is concentrated under reduced pressure, the residue is mixed with ethyl acetate and water, and the product is extracted into ethyl acetate. The organic layer is washed with saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. The inorganic matter is filtered off, and the filtrate is concentrated under reduced pressure. The residue is purified by silica gel column chromatography using 1/10 mixture of methanol/methylene chloride as a developing solvent. Thus, 577 mg of 6-cyano-2,2-dimethyl-4-{1,2-dihydro-2-oxo-4-(3-hydroxypropyl)-1-pyridinyl}-2H-benzo[b]pyran is obtained.

後処理

  1. customat 0° C., and reacted at room temperature for 30 minutes
  2. concentrationThe reaction mixture is concentrated under reduced pressure
  3. additionthe residue is mixed with ethyl acetate and water
  4. extractionthe product is extracted into ethyl acetate
  5. washThe organic layer is washed with saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationThe inorganic matter is filtered off
  8. concentrationthe filtrate is concentrated under reduced pressure
  9. customThe residue is purified by silica gel column chromatography
  10. addition1/10 mixture of methanol/methylene chloride as a developing solvent

出典と根拠

ORDレコード
ord-d917f7d6683e45889506f8e8aab681ab
出典データセット
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05296492

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート