Benzonitrile → Kyaphenine

HRID 1579975

반응식

HRID 1579975 반응식
[C:1](#[N:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)S(O)(=O)=O>C(O)C>[C:2]1([C:1]2[N:8]=[C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[N:8]=[C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[N:8]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 7505BenzonitrileHCID 62406Trifluoromethanesulfonic acid

생성물 1

HCID 10305Kyaphenine수율 66.5%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
25 °C

실험 절차

Benzonitrile (5.2 g, 0.05 mol) was added dropwise over a period of 100 sec to 20 ml (34 g, 0.23 mol) of stirred trifluoromethanesulfonic acid with the temperature being allowed to rise as high as 91°C. When the reaction mixture cooled to 25°C, the yellow solution was poured into 100 ml cold ethanol. The yellow color disappeared and a white flocculent precipitate formed. Recrystallization of this precipitate from 150 ml chloroform afforded 3.43 g (66 percent yield) of 2,4,6-triphenyl-s-triazine (white crystals, m.p. 235°-237°C) (Lit. m.p. 232°C, J. Chem. Soc., 1941, 278). The 3.43 g sample of product exhibited no nitrile bands in the infrared spectrum but the infrared spectral band characteristic of the triazine structure was very strong at 6.6μ.

후처리

  1. customto rise as high as 91°C
  2. customa white flocculent precipitate formed
  3. customRecrystallization of this precipitate from 150 ml chloroform

출처 및 근거

ORD 기록
ord-9db5099ed00f45cd9236e5785e2574f7
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03932402

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