Benzylamine → 3-nitryloxy-2,2-bis(nitryloxymethyl)propionic acid N-benzylamide

HRID 567931노트

반응식

HRID 567931 반응식
[N+:1]([O:4][CH2:5][C:6]([CH2:16][O:17][N+:18]([O-:20])=[O:19])([CH2:11][O:12][N+:13]([O-:15])=[O:14])[C:7](OC)=[O:8])([O-:3])=[O:2].[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[Cl-].[NH4+]>C(Cl)(Cl)Cl>[CH2:21]([NH:28][C:7](=[O:8])[C:6]([CH2:16][O:17][N+:18]([O-:20])=[O:19])([CH2:11][O:12][N+:13]([O-:15])=[O:14])[CH2:5][O:4][N+:1]([O-:3])=[O:2])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 3

HCID 7504BenzylamineHCID 25517Ammonium ChlorideHCID 15380869Methyl 2,2-bis(nitryloxymethyl)-3-nitryloxypropionate

생성물 1

HCID 153808733-nitryloxy-2,2-bis(nitryloxymethyl)propionic acid N-benzylamide수율 73%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

1 g (3.5 mmol) of methyl 3-nitryloxy-2,2-bis(nitryloxymethyl)propionate is heated for 3 hours at 130° C. with 3 ml of benzylamine and 100 mg of ammonium chloride and the mixture is cooled, taken up in 50 ml of chloroform and washed successively with water, with dilute hydrochloric acid, with aqueous bicarbonate solution and again with water. The crude product obtained after evaporation of the solvent is purified by column chromatography to give 3-nitryloxy-2,2-bis(nitryloxymethyl)propionic acid N-benzylamide (Tri-PA-NBzl amide) as a colourless oil. Yield: 73%. Elemental analysis: (C: conforms, H: conforms, N: conforms).

후처리

  1. temperaturethe mixture is cooled
  2. washwashed successively with water, with dilute hydrochloric acid, with aqueous bicarbonate solution and again with water
  3. customThe crude product obtained
  4. customafter evaporation of the solvent
  5. customis purified by column chromatography

출처 및 근거

ORD 기록
ord-42b3caafe9644876880c5feba7dc3b9d
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06180664B2

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