Trinitromethane → HCID 12489465, 화합물

HRID 1578165노트

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HRID 1578165 반응식
[CH2:1]=[C:2]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH:13]([N+:20]([O-:22])=[O:21])([N+:17]([O-:19])=[O:18])[N+:14]([O-:16])=[O:15]>O.CO>[N+:14]([C:13]([N+:20]([O-:22])=[O:21])([N+:17]([O-:19])=[O:18])[CH2:1][CH:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:8]([O:10][CH2:11][CH3:12])=[O:9])([O-:16])=[O:15]

참가 물질

5

반응물 2

HCID 10602TrinitromethaneHCID 951181,3-Diethyl 2-methylenepropanedioate

생성물 1

HCID 12489465HCID 12489465, 화합물수율 87.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Freshly distilled diethyl methylene-malonate (8.0 g, 0.046 mol) was added dropwise with stirring over a 10 min period to a solution of 16 g (0.1 mol) of nitroform in 25 ml of water and 40 ml of methanol at 0°-5°. The mixture was stirred 16 hrs at room temperature and was then extracted with 100 ml of methylene chloride. The methylene chloride solution was washed with 10% sodium bicarbonate and with water, dried over sodium sulfate and stripped of solvent under vacuum. Column chromatography on 200 g of silica gel (CCl4 --CH2Cl2), filtration through charcoal and removal of solvent gave 13.0 g (87%) of diethyl 2,2,2-trinitroethylmalonate, mp 24°-25°; NMR (CDCl3), 4.23 (q, 4 H, J=7 Hz, CH2CH3), 3.80 (m, 3 H, CH--CH2) and 1.33 (t, 6 H, J=7 Hz, CH3); IR (neat) 1730 (C=O) and 1600 (NO2) cm-1.

후처리

  1. extractionwas then extracted with 100 ml of methylene chloride
  2. washThe methylene chloride solution was washed with 10% sodium bicarbonate and with water
  3. dry with materialdried over sodium sulfate
  4. filtrationColumn chromatography on 200 g of silica gel (CCl4 --CH2Cl2), filtration
  5. customthrough charcoal and removal of solvent

출처 및 근거

ORD 기록
ord-440a3b1d7cda4dc596c58dbd9b68fb3f
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04291171

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