Water → HCID 13367596、化合物

HRID 1583587ノート

反応式

HRID 1583587 の反応式
[F:1][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH2:8]Cl.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]([CH3:24])([CH3:23])[CH2:21][OH:22])=[CH:16][CH:15]=1.[OH-].[Na+].O>[Br-].C([N+](CC)(CC)CC1C=CC=CC=1)C.C1(C)C=CC=CC=1>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([C:20]([CH3:24])([CH3:23])[CH2:21][O:22][CH2:8][C:7]2[CH:10]=[CH:11][CH:12]=[C:5]([O:4][CH2:3][CH2:2][F:1])[CH:6]=2)=[CH:18][CH:19]=1

参加物

7

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 130345572-(4-Chlorophenyl)-2-methylpropanolHCID 135356311-(Chloromethyl)-3-(2-fluoroethoxy)benzene

生成物 1

HCID 13367596HCID 13367596、化合物収率 81.2%

試薬・触媒・溶媒 2

HCID 165294Benzyltriethylammonium bromide触媒HCID 1140Toluene溶媒

反応条件

温度
50 °C

実験手順

A mixture consisting of 2.0 g of 3-(2-fluoroethoxy)benzyl chloride, 2.3 g of 2-(4-chlorophenyl)-2-methylpropyl alcohol, 0.5 g of triethylbenzylammonium bromide and 5 g of a 50% aqueous solution of sodium hydroxide was stirred at 50° C. for 2 hours. The reaction mixture was cooled to room temperature, and poured into water. Toluene was added, and the mixture was fully stirred. The toluene layer was separated, washed with water and dried over anhydrous sodium sulfate. Toluene was evaporated under reduced pressure. The resulting crude ether was purified by silica gel (100 g) column chromatography (developing solvent: toluene) to give 2.9 g of the desired 3-(2-fluoroethoxy)benzyl 2-(4-chlorophenyl)-2-methylpropyl ether.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. stirringthe mixture was fully stirred
  3. customThe toluene layer was separated
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customToluene was evaporated under reduced pressure
  7. customThe resulting crude ether was purified by silica gel (100 g) column chromatography (developing solvent: toluene)

出典と根拠

ORDレコード
ord-e1c85974654444868703021f7b53b3c6
出典データセット
uspto-grants-1985_11
特許番号
US04552894

反応ノート

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