1-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) → 5-Tert-butyl-2-fluoro-indan-1-one

HRID 451612

反応式

HRID 451612 の反応式
[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C:10](=[O:14])[CH2:9][CH2:8]2)([CH3:4])([CH3:3])[CH3:2].[B-](F)(F)(F)[F:16].[B-](F)(F)(F)F.C1[N+]2(O)CC[N+](F)(CC2)C1>CO>[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[C:10](=[O:14])[CH:9]([F:16])[CH2:8]2)([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 27373291-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)HCID 110305765-Tert-butyl-2,3-dihydroinden-1-one

生成物 1

HCID 671882305-Tert-butyl-2-fluoro-indan-1-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

5-tert-butyl-indan-1-one (7.53 g, 40 mmol) was dissolved in methanol (400 ml). Accufluor (32.18 g) was added, and the reaction heated to reflux for 2 hours. After cooling and removing the solvent under vacuum, the residue was taken in methylene chloride and filtered. The filtrate was washed with water, dried with magnesium sulfate, and filtered, and the solvent removed under vacuum to give 5-tert-Butyl-2-fluoro-indan-1-one, which was used without further purification. 1H NMR (300 MHz, CDCl3) 7.73 (d, 1H), 7.48 (d, 1H), 7.45 (s, 1H), 5.18-5.35 (m, 1H), 3.54-3.65 (m, 1H), 3.12-3.29 (m, 1H), 1.36 (s, 9H). MS (CSI) m/e 224 (M+NH4)+

後処理

  1. temperaturethe reaction heated
  2. temperatureto reflux for 2 hours
  3. temperatureAfter cooling
  4. customremoving the solvent under vacuum
  5. filtrationfiltered
  6. washThe filtrate was washed with water
  7. dry with materialdried with magnesium sulfate
  8. filtrationfiltered
  9. customthe solvent removed under vacuum

出典と根拠

ORDレコード
ord-4b0788c3764f40829af90ba225641ad4
出典データセット
uspto-grants-2013_07
特許番号
US08487116B2

関連ノート

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