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Nitromethane → (1-Nitromethylcyclohexyl)acetic acid ethyl ester

HRID 724493
ノート
印刷プレビュー

反応式

HRID 724493 の反応式
[CH2:1]([O:3][C:4](=[O:12])[CH:5]=[C:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH3:2].[N+:13]([CH3:16])([O-:15])=[O:14].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1.O>[CH2:1]([O:3][C:4](=[O:12])[CH2:5][C:6]1([CH2:16][N+:13]([O-:15])=[O:14])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH3:2]
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 3

HCID 6375NitromethaneHCID 73776Ethyl cyclohexylideneacetateHCID 2724141Tetrabutylammonium Fluoride

生成物 1

HCID 11128083(1-Nitromethylcyclohexyl)acetic acid ethyl ester

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

14.8 g (0.088 mol) of the cyclohexylideneacetic acid ethyl ester produced according to 1.1 were dissolved in 50 ml of tetrahydrofuran, 7.11 ml (0.132 mol) of nitromethane and 88 ml of tetrabutylammonium fluoride (1 molar in tetrahydrofuran) were added under a nitrogen atmosphere and refluxed for 20 hours. After cooling, the mixture was diluted with 50 ml of water and extracted three times with dieethyl ether. The organic phase was washed with 10 wt. % aqueous potassium hydrogensulfate solution and then washed with water, dried over magnesium sulfate and evaporated. (1-Nitromethylcyclohexyl)acetic acid ethyl ester was obtained as an orange-yellow oily liquid. The yield amounted to 19.8 g (98% of theoretical).

後処理

  1. temperaturerefluxed for 20 hours
  2. temperatureAfter cooling
  3. extractionextracted three times with dieethyl ether
  4. washThe organic phase was washed with 10 wt. % aqueous potassium hydrogensulfate solution
  5. washwashed with water
  6. dry with materialdried over magnesium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-5f526019b12845bfbeb43cdc56df922f
出典データセット
uspto-grants-2006_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07141695B2

反応ノート

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