Toluene → 1,4-Dioxaspiro[4.5]decane-8-carbonitrile, 8-(4-fluorophenyl)-

HRID 45186

反応式

HRID 45186 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:15]#[N:16])[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C1(C)C=CC(S(O)(=O)=[O:24])=CC=1.[C:28]1([CH3:34])C=CC=CC=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:15]#[N:16])[CH2:9][CH2:10][C:11]3([O:24][CH2:28][CH2:34][O:14]3)[CH2:12][CH2:13]2)=[CH:6][CH:7]=1

参加物

4

反応物 3

HCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 918051-(4-Fluorophenyl)-4-oxocyclohexanecarbonitrile

生成物 1

HCID 122302421,4-Dioxaspiro[4.5]decane-8-carbonitrile, 8-(4-fluorophenyl)-

実験手順

15 g of 1-(4-Fluoro-phenyl)-4-oxo-cyclohexanecarbonitrile (12) were dissolved in 500 mL of toluene, then 900 mg of p-toluene sulfonic acid were added and the reaction mixture was heated in a Dean-Stark apparatus for 6 h. The mixture was allowed to cool to room temperature and washed twice with saturated aqueous sodium bicarbonate solution and brine, dried over magnesium sulphate and evaporated to dryness to yield 17.9 g of the desired product. Rt=1.47 min (Method 5). Detected mass: 262.2 (M+H+).

後処理

  1. temperaturethe reaction mixture was heated in a Dean-Stark apparatus for 6 h
  2. washwashed twice with saturated aqueous sodium bicarbonate solution and brine
  3. dry with materialdried over magnesium sulphate
  4. customevaporated to dryness

出典と根拠

ORDレコード
ord-eb57cc6faa9a46448c8693c8bd34b229
出典データセット
uspto-grants-2013_09
特許番号
US08541449B2

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