Sodium Chloride → 1-Fluoro-1,1,5-trinitro-3-oxa-5azahexane

HRID 1285558

반응식

HRID 1285558 반응식
[F:1][C:2]([N+:8]([O-:10])=[O:9])([N+:5]([O-:7])=[O:6])[CH2:3][OH:4].FC(F)(F)C(O[CH2:16][N:17]([N+:19]([O-:21])=[O:20])[CH3:18])=O.[Cl-].[Na+]>C(#N)C>[F:1][C:2]([N+:8]([O-:10])=[O:9])([N+:5]([O-:7])=[O:6])[CH2:3][O:4][CH2:16][N:17]([N+:19]([O-:21])=[O:20])[CH3:18]

참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 28189Ethanol, 2-fluoro-2,2-dinitro-HCID 13352131Acetic acid, trifluoro-, (methylnitroamino)methyl ester

생성물 1

HCID 133521331-Fluoro-1,1,5-trinitro-3-oxa-5azahexane

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

2-Fluoro-2,2-dinitroethanol (7.62 g, 49.5 mmol) was stirred with acetonitrile (2.5 ml) under nitrogen as 2-nitro-2-azapropyl trifluoroacetate (10.0 g, 49.5 mmol) in acetonitrile (3.5 ml) was added in one portion. The reaction flask was immediately connected to a vacuum pump and brought to 1-2 mm during several minutes. After stirring 22/3 hours, the solution was stirred 1/3 hour at ambient pressure before pouring onto a saturated sodium chloride solution (50 ml), which was extracted with dichloromethane (3×25 ml). The organic portion was washed with a 1:1 mixture of saturated sodium chloride solution: 0.04 N sodium hydroxide solution (10×150 ml), dried with magnesium sulfate, and concentrated to crude 1-fluoro-1,1,5-trinitro-3-oxa-5-azahexane; yield: 8.67 g (72%). Recrystallization from ether/hexane at -78° C. gave 1-fluoro-1,1,5-trinitro-3-oxa-5-azahexane; yield: 7.5 g (63%).

후처리

  1. additionwas added in one portion
  2. waitbrought to 1-2 mm during several minutes
  3. stirringthe solution was stirred 1/3 hour at ambient pressure
  4. extractionwas extracted with dichloromethane (3×25 ml)
  5. washThe organic portion was washed with a 1:1 mixture of saturated sodium chloride solution
  6. dry with material0.04 N sodium hydroxide solution (10×150 ml), dried with magnesium sulfate
  7. concentrationconcentrated to crude 1-fluoro-1,1,5-trinitro-3-oxa-5-azahexane
  8. customRecrystallization from ether/hexane at -78° C.

출처 및 근거

ORD 기록
ord-70c4cee92cc04de7a71528989e2577fc
출처 데이터셋
uspto-grants-1986_01
특허 번호
US04567296

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