1-Bromooctadecane → 4-(Octadecyloxy)-benzonitrile

HRID 507824ノート

反応式

HRID 507824 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 597736294-(Octadecyloxy)-benzonitrile

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
120 °C

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-4b442b7846bb41e8aa52f24f97d86824
出典データセット
uspto-grants-2010_08
特許番号
US07786313B2

反応ノート

読み込み中…