Water → Ctk1B5122

HRID 41157

反応式

HRID 41157 の反応式
F[B-](F)(F)F.[H+].C(O)(=O)C.C(O)(=O)C.IC1C=CC=CC=1.[CH:22]1([CH2:27][C:28]([OH:30])=[O:29])[CH2:26][CH2:25][CH:24]=[CH:23]1.O>C(O)(=O)C>[O:29]1[C:28](=[O:30])[CH2:27][C@@H:22]2[CH2:26][CH:25]=[CH:24][C@H:23]12

参加物

6

反応物 4

HCID 962WaterHCID 28118Tetrafluoroboric acidHCID 962162-Cyclopentene-1-acetic acidHCID 12217721Iodo benzene diacetate

生成物 1

HCID 11126247Ctk1B5122

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Tetrafluoroboric acid (2.50 mL, 15.9 mmol) was added to a solution of iodobenzene diacetate (5.10 g, 15.9 mmol) in acetic acid (13.2 mL). 2-Cyclopentene-1-acetic acid (955 μL, 7.93 mmol) was added and the solution was stirred at room temperature for 1 hour. The solution was then added to water and extracted with chloroform. The chloroform layer was extracted with water. The combined organic layers were dried (magnesium sulfate), filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (Biotage 40M), eluting with 0-100% ethyl acetate/hexanes to give the title compound as a colorless oil. 1H NMR (500 MHz, CHCl3) δ 2.22-2.31 (m, 2H), 2.67-2.84 (m, 2H), 3.05-3.15 (m, 1H), 5.44-5.51 (m, 1H), 5.79-5.86 (m, 1H), 6.01-6.07 (m, 1H).

後処理

  1. extractionextracted with chloroform
  2. extractionThe chloroform layer was extracted with water
  3. dry with materialThe combined organic layers were dried (magnesium sulfate)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel chromatography (Biotage 40M)
  7. washeluting with 0-100% ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-7aaa0f4440d44075bea17a6b45e2a5f2
出典データセット
uspto-grants-2013_09
特許番号
US08530521B2

関連ノート

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