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Potassium Iodide → 8-[4,4-Bis(4-fluorophenyl)-3-butenyl]-4-methylene-2-oxo-3-phenyl-1-oxa-3,8-diazaspiro[4,5]decane

HRID 466614
ノート
印刷プレビュー

反応式

HRID 466614 の反応式
[CH2:1]=[C:2]1[C:6]2([CH2:11][CH2:10][NH:9][CH2:8][CH2:7]2)[O:5][C:4](=[O:12])[N:3]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=2)=[CH:27][CH2:28][CH2:29]Cl)=[CH:22][CH:21]=1.[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C(C)C>[F:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]([C:31]2[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=2)=[CH:27][CH2:28][CH2:29][N:9]2[CH2:10][CH2:11][C:6]3([O:5][C:4](=[O:12])[N:3]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[C:2]3=[CH2:1])[CH2:7][CH2:8]2)=[CH:24][CH:25]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 1023921,1'-(4-Chloro-1-butenylidene)bis[4-fluorobenzene]HCID 198142774-Methylene-2-oxo-3-phenyl-1-oxa-3,8-diazaspiro[4,5]decane

生成物 1

HCID 198142408-[4,4-Bis(4-fluorophenyl)-3-butenyl]-4-methylene-2-oxo-3-phenyl-1-oxa-3,8-diazaspiro[4,5]decane収率 83.5%

試薬・触媒・溶媒

1
HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

A mixture containing 8.4 g of 4-methylene-2-oxo-3-phenyl-1-oxa-3,8-diazaspiro[4,5]decane, 18.4 g of 4,4-bis(4-fluorophenyl)-3-butenyl chloride, 0.3 g of potassium iodide, 9.2 g of anhydrous potassium carbonate and 81 ml of methyl isobutyl ketone is mildly refluxed under argon while stirring for 12 hours. After cooling down and filtering off the inorganic salts, the precipitate is washed with methyl isobutyl ketone, the filtrate is washed with water to neutral, dried over anhydrous magnesium sulfate, then the solvent is evaporated under reduced pressure. After triturating the evaporation residue with n-hexane, the precipitate is filtered and recrystallized from ethanol to give the title compound in 83.5% yield, m.p.: 136.5°-137.5° C.

後処理

  1. temperatureis mildly refluxed under argon
  2. temperatureAfter cooling down
  3. filtrationfiltering off the inorganic salts
  4. washthe precipitate is washed with methyl isobutyl ketone
  5. washthe filtrate is washed with water to neutral,
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent is evaporated under reduced pressure
  8. customAfter triturating the evaporation residue with n-hexane
  9. filtrationthe precipitate is filtered
  10. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-55658fc1fb054cf38eeeaa6fa3f197da
出典データセット
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05157038

反応ノート

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