Chlorobenzene → Ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-2-pentenoate

HRID 126970ノート

反応式

HRID 126970 の反応式
ClC1C=CC=CC=1.[F:8][C:9]([F:25])([F:24])[C:10]1[CH:23]=[CH:22][C:13]([O:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[CH:12][CH:11]=1.Br[CH:27]([CH3:35])[CH:28]=[CH:29][C:30]([O:32][CH2:33][CH3:34])=[O:31].C(=O)([O-])[O-].[K+].[K+]>[Br-].C([N+](CCCC)(CCCC)CC)CCC.O>[F:8][C:9]([F:24])([F:25])[C:10]1[CH:23]=[CH:22][C:13]([O:14][C:15]2[CH:16]=[CH:17][C:18]([O:21][CH:27]([CH3:35])[CH:28]=[CH:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[CH:19][CH:20]=2)=[CH:12][CH:11]=1

参加物

7

反応物 4

HCID 7964ChlorobenzeneHCID 11430Potassium CarbonateHCID 170230p-(4-(Trifluoromethyl)phenoxy)phenolHCID 53952747Ethyl 4-bromopent-2-enoate

生成物 1

HCID 156921Ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-2-pentenoate収率 96%

試薬・触媒・溶媒 2

HCID 19043781N,N-Dibutyl-N-ethylbutan-1-aminium bromide触媒HCID 962Water溶媒

実験手順

In a reactor, 100 ml of chlorobenzene and 100 ml of water were charged and then, 95.3 g (0.375 mole) of 4-(4-trifluoromethylphenoxy)phenol, 85.4 g (0.412 mole) of ethyl 4-bromo-2-pentenoate, 39.0 g (0.281 mole) of potassium carbonate and 1.1 g (0.00375 mole) of tributylethyl ammonium bromide were added. The mixture was refluxed with stirring for 6 hours to react them, and the water phase was removed and the organic phase was washed with 5% hydrochloric acid and with water and then, chlorobenzene, ethyl 4-bromo-2-pentenoate and low boiling by-products were distilled off at 100° C. under a reduced pressure of 0.02 to 0.05 mmHg to obtain 137.0 g of ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-2-pentenoate. The yield was 96.0%.

後処理

  1. temperatureThe mixture was refluxed
  2. customto react them
  3. customthe water phase was removed
  4. washthe organic phase was washed with 5% hydrochloric acid and with water
  5. distillationchlorobenzene, ethyl 4-bromo-2-pentenoate and low boiling by-products were distilled off at 100° C. under a reduced pressure of 0.02 to 0.05 mmHg

出典と根拠

ORDレコード
ord-8cc3e1a347fb4f15b35b9cd8dfe0e993
出典データセット
uspto-grants-1981_03
特許番号
US04254262

反応ノート

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