Water → HCID 13367630、化合物

HRID 1583588ノート

反応式

HRID 1583588 の反応式
[H-].[Na+].[C:3]1([C:9]([CH3:13])([CH3:12])[CH2:10][OH:11])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[F:14][CH2:15][CH2:16][O:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1.O>C(#N)C>[C:3]1([C:9]([CH3:13])([CH3:12])[CH2:10][O:11][CH2:22][C:21]2[CH:20]=[CH:19][C:18]([O:17][CH2:16][CH2:15][F:14])=[CH:25][CH:24]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 219535beta,beta-DimethylbenzeneethanolHCID 202592671-(Chloromethyl)-4-(2-fluoroethoxy)benzene

生成物 1

HCID 13367630HCID 13367630、化合物収率 75.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒3 回

実験手順

Sodium hydride (1.4 g; 60% in oil) was added to 20 ml of dry acetonitrile, and a solution of 4.4 g of 2-phenyl-2-methylpropyl alcohol in 10 ml of acetonitrile was added dropwise at 50° C. The mixture was heated under reflux for 30 minutes, and a solution of 5.4 g of 4-(2-fluoroethoxy)benzyl chloride in 10 ml of acetonitrile was added dropwise over 10 minutes. The mixture was further heated under reflux for 1 hour. 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 (180 g) column chromatography (developing solvent: a 2:1 mixture of toluene and n-hexane) to give 6.5 g of 4-(2-fluoroethoxy)benzyl 2-phenyl-2-methylpropyl ether.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureThe mixture was further heated
  4. temperatureunder reflux for 1 hour
  5. extractionextracted with toluene
  6. washThe toluene layer was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. customToluene was evaporated under reduced pressure
  9. customThe resulting crude ether was purified by silica gel (180 g) column chromatography (
  10. additiona 2:1 mixture of toluene and n-hexane)

出典と根拠

ORDレコード
ord-ea3e5c8e79ae4b8b89bc9679464a9db1
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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