Sodium Hydroxide → 3-Phenoxy-4-fluorobenzyl 2-(4-trifluoromethoxyphenyl)-2-methylpropyl ether

HRID 358554

反応式

HRID 358554 の反応式
[F:1][C:2]([F:16])([F:15])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:14])([CH3:13])[CH2:11][OH:12])=[CH:6][CH:5]=1.[O:17]([C:24]1[CH:25]=[C:26]([CH:29]=[CH:30][C:31]=1[F:32])[CH2:27]Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[OH-].[Na+]>[Br-].C([N+](CC)(CC)CC1C=CC=CC=1)C.O>[F:1][C:2]([F:15])([F:16])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]([CH3:13])([CH3:14])[CH2:11][O:12][CH2:27][C:26]2[CH:29]=[CH:30][C:31]([F:32])=[C:24]([O:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:25]=2)=[CH:8][CH:9]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 129227144-(Bromomethyl)-1-fluoro-2-phenoxybenzeneHCID 141557742-Methyl-2-(4-(trifluoromethoxy)phenyl)propan-1-ol

生成物 1

HCID 141557703-Phenoxy-4-fluorobenzyl 2-(4-trifluoromethoxyphenyl)-2-methylpropyl ether収率 77%

試薬・触媒・溶媒 2

HCID 165294Benzyltriethylammonium bromide触媒HCID 962Water溶媒

実験手順

1.4 g of 2-(4-trifluoromethoxyphenyl)-2-methylpropyl alcohol prepared in the above step (1), 2.6 g of 3-phenoxy-4-fluorobenzyl bromide and 0.6 g of triethylbenzylammonium bromide were added to 20 ml of a 50% aqueous NaOH solution and the mixture was stirred at room temperature for 3 h. Water was added thereto. After extracting with benzene, the benzene solution was washed with a dilute hydrochloric acid solution and then water and dried. Benzene was distilled off under reduced pressure and 3.6 g of an oily product thus obtained was purified according to column chromatography [silica gel, developer: toluene/hexane (1:4)] to obtain 2.0 g of 3-phenoxy-4-fluorobenzyl 2-(4-trifluoromethoxyphenyl)-2-methylpropyl ether.

後処理

  1. extractionAfter extracting with benzene
  2. washthe benzene solution was washed with a dilute hydrochloric acid solution
  3. dry with materialwater and dried
  4. distillationBenzene was distilled off under reduced pressure and 3.6 g of an oily product
  5. customthus obtained
  6. customwas purified

出典と根拠

ORDレコード
ord-8b40d9310901416d8c6b7e01724df191
出典データセット
uspto-grants-1991_03
特許番号
US04997650

関連ノート

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