Tert-butyl 3-(trichloromethyl)oxaziridine-2-carboxylate → Tert-butyl 2-(3-benzylpentan-3-yl)hydrazinecarboxylate

HRID 244958ノート

反応式

HRID 244958 の反応式
[CH2:1]([C:8]([NH2:13])([CH2:11][CH3:12])[CH2:9][CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC(Cl)(Cl)C1O[N:17]1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>C(Cl)Cl>[CH2:1]([C:8]([NH:13][NH:17][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])([CH2:11][CH3:12])[CH2:9][CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 11139943Tert-butyl 3-(trichloromethyl)oxaziridine-2-carboxylateHCID 185063513-Benzylpentan-3-amine

生成物 1

HCID 89807785Tert-butyl 2-(3-benzylpentan-3-yl)hydrazinecarboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2.68 g of 3-benzylpentan-3-amine was dissolved in 20 mL of methylene chloride, mixed with 4.8 g (18 mmol) of separately prepared t-butyl 3-(trichloromethyl)-1,2-oxaziridine-2-carboxylate under cooling with ice and stirred at room temperature for 30 mitues, and the reaction solution was washed with 10% aquoeous citric acid, with saturated aqueous sodium hydrogen carbonate and with saturated aqueous sodium chloride successively and dried over anhydrous sodium sulfate, and methylene chloride was removed under reduced pressure. The resulting residue was purified by intermediate pressure silica gel column chromatography (silica gel 30 g, ethyl acetate:hexane=0:100 to 20:80) to give 1.62 g of the desired product as a light brown solid.

後処理

  1. temperatureunder cooling with ice
  2. washthe reaction solution was washed with 10% aquoeous citric acid, with saturated aqueous sodium hydrogen carbonate and with saturated aqueous sodium chloride successively
  3. dry with materialdried over anhydrous sodium sulfate, and methylene chloride
  4. customwas removed under reduced pressure
  5. customThe resulting residue was purified by intermediate pressure silica gel column chromatography (silica gel 30 g, ethyl acetate:hexane=0:100 to 20:80)

出典と根拠

ORDレコード
ord-8626551945ce448d8df94b3086dac069
出典データセット
uspto-grants-2014_02
特許番号
US08658686B2

反応ノート

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