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N-t-butyl-3-benzoyloxy-1-pentanesulfonamide → 3-Benzoyloxy-1-pentanesulfonamide

HRID 2229458
ノート
印刷プレビュー

反応式

HRID 2229458 の反応式
C([NH:5][S:6]([CH2:9][CH2:10][CH:11]([O:14][C:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:12][CH3:13])(=[O:8])=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[C:15]([O:14][CH:11]([CH2:12][CH3:13])[CH2:10][CH2:9][S:6]([NH2:5])(=[O:8])=[O:7])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 18467574N-t-butyl-3-benzoyloxy-1-pentanesulfonamide

生成物 1

HCID 184675643-Benzoyloxy-1-pentanesulfonamide収率 80.9%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

A mixture of N-t-butyl-3-benzoyloxy-1-pentanesulfonamide (90.4 g) and trifluoroacetic acid (200 ml) was stirred overnight at room temperature. Trifluoroacetic acid was removed under reduced pressure and water and chloroform were added to the residue. A saturated aqueous solution of sodium hydrogencarbonate was added thereto with vigorously stirring until the aqueous layer became neutral. After extraction with chloroform, the organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate: hexane/ethyl acetate=2/1 to 1/1) to obtain 3-benzoyloxy-1-pentanesulfonamide (60.6 g) as oil.

後処理

  1. customTrifluoroacetic acid was removed under reduced pressure and water and chloroform
  2. additionwere added to the residue
  3. additionA saturated aqueous solution of sodium hydrogencarbonate was added
  4. stirringwith vigorously stirring until the aqueous layer
  5. extractionAfter extraction with chloroform
  6. washthe organic layer was washed with saturated brine
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (eluate: hexane/ethyl acetate=2/1 to 1/1)

出典と根拠

ORDレコード
ord-3249c274d15d48eaa429edd69d475f15
出典データセット
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06420409B1

反応ノート

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