Methyl Acrylate → Rac-4-cyclohexyl-4-nitro-butyric acid methyl ester

HRID 2177486

反応式

HRID 2177486 の反応式
[N+:1]([CH2:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)([O-:3])=[O:2].[C:11]([O:15][CH3:16])(=[O:14])[CH:12]=[CH2:13]>C(O)(C)(C)C.[OH-].C([N+](C)(C)C)C1C=CC=CC=1.CO.O>[CH3:16][O:15][C:11](=[O:14])[CH2:12][CH2:13][CH:4]([CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)[N+:1]([O-:3])=[O:2]

参加物

7

反応物 2

HCID 7294Methyl AcrylateHCID 220634(Nitromethyl)cyclohexane

生成物 1

HCID 59438496Rac-4-cyclohexyl-4-nitro-butyric acid methyl ester

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water溶媒HCID 6386tert-Butanol溶媒HCID 66854Benzyltrimethylammonium hydroxide溶媒

反応条件

温度
40 °C

実験手順

To a solution of 3.18 g (22.2 mmol) nitromethyl-cyclohexane (CAS: 2625-30-1) in 1 ml tert-butanol and 0.12 ml 35% benzyltrimethylammonium hydroxide in methanol warmed to 40° C. were added 1.99 ml (22.2 mmol) methyl acrylate. The yellow mixture was stirred at 40° C. for 2 hours then diluted with water and extracted with ethyl acetate. The combined extracts were washed with brine, dried over sodium sulfate, filtered and evaporated. The title compound was obtained in as slightly yellow oil: MS (EI): 198 (M.+−MeO), 183 (M.+−NO2), 151 (M−(MeO+NO2+H)).+ (100%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined extracts were washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated

出典と根拠

ORDレコード
ord-96e1426b49f64e8294b979625162717f
出典データセット
uspto-grants-2015_06
特許番号
US09067911B2

関連ノート

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