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TBAF tetrahydrofuran → HCID 59370741、化合物

HRID 1678719
ノート
印刷プレビュー

反応式

HRID 1678719 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([O:11][Si](CC)(CC)CC)[CH2:9]I)=[CH:4][C:3]=1[NH:19][S:20]([CH3:23])(=[O:22])=[O:21].CCCC[N+](CCCC)(CCCC)CCCC.[F-].C1COCC1>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:9][O:11]2)=[CH:4][C:3]=1[NH:19][S:20]([CH3:23])(=[O:22])=[O:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 11078149TBAF tetrahydrofuranHCID 53922285HCID 53922285、化合物

生成物 1

HCID 59370741HCID 59370741、化合物収率 50%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

(R)-N-(2-chloro-5-(2-iodo-1-(triethylsilyloxy)ethyl)phenyl)methanesulfonamide (2.2308 g) was dissolved in dehydrated THF (40 mL), and a 1 mol/L TBAF-THF solution (10 mL; manufactured by Sigma-Aldrich Co.) was added thereto. The mixture was purged with nitrogen, and then was stirred for one hour at room temperature. The reaction solution was poured into brine, and the mixture was extracted with once with ethyl acetate. The organic layer was washed once with water, and then was dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was purified by column chromatography (“COLUMN-B”; n-hexane:ethyl acetate 71:29→50:50), and thus the title compound (0.564 g) was obtained.

後処理

  1. customThe mixture was purged with nitrogen
  2. additionThe reaction solution was poured into brine
  3. extractionthe mixture was extracted with once with ethyl acetate
  4. washThe organic layer was washed once with water
  5. dry with materialwas dried over magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customThe resulting residue was purified by column chromatography (“COLUMN-B”; n-hexane:ethyl acetate 71:29→50:50)

出典と根拠

ORDレコード
ord-87782fb78a4843d18a0d91a5e5201fd2
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08008506B2

反応ノート

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