Formamide → N-(3,5-Dimethyltricyclo(3.3.1.13,7)dec-1-yl)formamide

HRID 1096692

반응식

HRID 1096692 반응식
[N+]([O-])(O)=O.S(=O)(=O)(O)O.[CH3:10][C:11]12[CH2:20][CH:15]3[CH2:16][CH:17]([CH2:19][C:13]([CH3:21])([CH2:14]3)[CH2:12]1)[CH2:18]2.[CH:22]([NH2:24])=[O:23]>O.ClCCl>[CH:22]([NH:24][C:15]12[CH2:20][C:11]3([CH3:10])[CH2:18][CH:17]([CH2:19][C:13]([CH3:21])([CH2:12]3)[CH2:14]1)[CH2:16]2)=[O:23]

참가 물질

7

반응물 4

HCID 713FormamideHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 128001,3-Dimethyladamantane

생성물 1

HCID 2842768N-(3,5-Dimethyltricyclo(3.3.1.13,7)dec-1-yl)formamide수율 89.3%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

In sequence, 4 mL 65% technical nitric acid and then within three hours 50 mL 98% technical sulfuric acid are added to 6.572 g (40 mmol) 1,3-dimethyladamantane at 0° C. It is stirred over night at 0° C. and the mixture is poured at 0° C. onto 100 mL formamide in a round bottom flask which is provided with a drying tube. This mixture is stirred for 30 min at 0° C. and for 90 min at room temperature and 200 mL dichloromethane and 200 mL water are added. After phase separation, the organic phase is washed with water and 2% NaHCO3-solution, is dried, over Na2SO4 and is freed from solvents at the rotary evaporator. The remaining oil is chromatographically purified (SiO2, CHCl3/acetone (20:1), Rf=0.39). 7.41 g (89.3%) of the formamide are obtained as a nearly colourless solid.

후처리

  1. customis provided with a drying tube
  2. stirringThis mixture is stirred for 30 min at 0° C. and for 90 min at room temperature
  3. customAfter phase separation
  4. washthe organic phase is washed with water and 2% NaHCO3-solution
  5. dry with materialis dried, over Na2SO4
  6. customis freed from solvents at the rotary evaporator
  7. customThe remaining oil is chromatographically purified (SiO2, CHCl3/acetone (20:1), Rf=0.39)

출처 및 근거

ORD 기록
ord-723f5263104f4e40966cfdeb7d64ed1c
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138375B2

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