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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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m-Chloroperbenzoic acid → rac-(3aR,5S,6aS)-2-[4-(trifluoromethoxy)phenyl]hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-oxiran]-1-one

HRID 1887499
ノート
印刷プレビュー

反応式

HRID 1887499 の反応式
[CH2:1]=[C:2]1[CH2:21][CH:5]2[C:6](=[O:20])[N:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=3)[CH2:8][CH:4]2[CH2:3]1.C1C=C(Cl)C=C(C(OO)=[O:30])C=1.C([O-])(O)=O.[Na+]>ClCCl>[F:18][C:16]([F:17])([F:19])[O:15][C:12]1[CH:11]=[CH:10][C:9]([N:7]2[CH2:8][CH:4]3[CH2:3][C:2]4([CH2:21][CH:5]3[C:6]2=[O:20])[CH2:1][O:30]4)=[CH:14][CH:13]=1
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 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 866739185-Methylene-2-(4-trifluoromethoxy-phenyl)-hexahydro-cyclopenta[c]pyrrol-1-one

生成物 1

HCID 86673919rac-(3aR,5S,6aS)-2-[4-(trifluoromethoxy)phenyl]hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-oxiran]-1-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 5-Methylene-2-(4-trifluoromethoxy-phenyl)-hexahydro-cyclopenta[c]pyrrol-1-one (0.78 g, 2.6 mmol) in dichloromethane (20 mL) was added mCPBA (0.9 g, 5.2 mmol) at 0° C., and the mixture was stirred for 6 h at room temperature. Saturated solution of NaHCO3 (30 mL) was added and stirred for another 0.5 h. The mixture was extracted with dichloromethane (2×30 mL), washed with brine (60 mL) and dried over Na2SO4. The solvent was removed and the residue was purified by prep-TLC with petroleum ether/ethyl acetate (1:1) to yield rac-(3aR,5S,6aS)-2-[4-(trifluoromethoxy)phenyl]hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2′-oxiran]-1-one

後処理

  1. stirringstirred for another 0.5 h
  2. extractionThe mixture was extracted with dichloromethane (2×30 mL)
  3. washwashed with brine (60 mL)
  4. dry with materialdried over Na2SO4
  5. customThe solvent was removed
  6. customthe residue was purified by prep-TLC with petroleum ether/ethyl acetate (1:1)

出典と根拠

ORDレコード
ord-84fa2e98cc87480f838fc451caf36cdf
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08501768B2

反応ノート

読み込み中…

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