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

HRID 2177486

반응식

HRID 2177486 반응식
[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]

참가 물질

7

반응물 2

HCID 7294Methyl AcrylateHCID 220634(Nitromethyl)cyclohexane

생성물 1

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

시약·촉매·용매 4

HCID 887Methanol용매HCID 962Water용매HCID 6386tert-Butanol용매HCID 66854Benzyltrimethylammonium hydroxide용매

반응 조건

온도
40 °C

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-96e1426b49f64e8294b979625162717f
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09067911B2

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