1-Bromooctadecane → 4-(Octadecyloxy)-benzonitrile

HRID 2220553노트

반응식

HRID 2220553 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.Br[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].C(=O)([O-])[O-].[K+].[K+].CN1CCCC1=O>O>[CH2:28]([O:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH3:11]

참가 물질

6

반응물 4

HCID 82181-BromooctadecaneHCID 11430Potassium CarbonateHCID 130194-CyanophenolHCID 13387N-methyl-2-pyrrolidone

생성물 1

HCID 597736294-(Octadecyloxy)-benzonitrile

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
120 °C

실험 절차

In a 750 ml sulfonating flask, 30.0 g (0.252 mol) of 4-hydroxybenzonitrile, 84.0 g (0.252 mol) of 1-bromooctadecane and 48.7 g (0.353 mol) of finely ground potassium carbonate are introduced into 200 ml of N-methylpyrrolidone (NMP) under a nitrogen atmosphere and heated at 120° C., with stirring. After being stirred for 15 hours, the mixture is cooled to room temperature and poured into 2 liters of water, whereupon a light-beige solid precipitates out, which is filtered off and washed with water. After drying at 60° C. and 150 mbar, there are obtained 90.8 g (97% of theory) of a colourless crystalline solid of formula

후처리

  1. stirringAfter being stirred for 15 hours
  2. temperaturethe mixture is cooled to room temperature
  3. customprecipitates out, which
  4. filtrationis filtered off
  5. washwashed with water
  6. customAfter drying at 60° C.
  7. custom150 mbar, there are obtained 90.8 g (97% of theory) of a colourless crystalline solid of formula

출처 및 근거

ORD 기록
ord-71d61926d01c471cbedb848e244cee65
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07417154B2

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