Water → HCID 13367668、化合物

HRID 1583594ノート

反応式

HRID 1583594 の反応式
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][OH:10])=[CH:7][CH:6]=1.[F:13][CH2:14][CH2:15][O:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21]Cl)=[CH:19][CH:18]=1.O>C(#N)C>[CH3:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][O:10][CH2:21][C:20]2[CH:19]=[CH:18][C:17]([O:16][CH2:15][CH2:14][F:13])=[CH:24][CH:23]=2)=[CH:7][CH:6]=1

参加物

6

反応物 4

HCID 962WaterHCID 77384-Methoxybenzyl alcoholHCID 24758Sodium hydrideHCID 202592671-(Chloromethyl)-4-(2-fluoroethoxy)benzene

生成物 1

HCID 13367668HCID 13367668、化合物収率 69.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

Sodium hydride (0.32 g; 60% in oil) was suspended in 30 ml of dry acetonitrile, and 1.1 g of 4-methoxybenzyl alcohol was added. The mixture was stirred at 50° to 60° C. for 30 minutes. Then, 1.5 g of 4-(2-fluoroethoxy)benzyl chloride was added. The mixture was heated under reflux for 3 hours. The reaction mixture was cooled to room temperature, poured into water, and extracted with toluene. The toluene layer was washed with water, and dried over anhydrous sodium sulfate. Toluene was evaporated under reduced pressure. The resulting crude ether was purified by silica gel (50 g) column chromatography (developing solvent: a 9:1 mixture of benzene and ethyl acetate) to give 1.6 g of 4-(2-fluoroethoxy)benzyl 4-methoxybenzyl ether.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. extractionextracted with toluene
  4. washThe toluene layer was washed 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 (50 g) column chromatography (
  8. additiona 9:1 mixture of benzene and ethyl acetate)

出典と根拠

ORDレコード
ord-fc5ec1d0223d4612953cb98b8948e1c7
出典データセット
uspto-grants-1985_11
特許番号
US04552894

反応ノート

読み込み中…