Hydrochloric Acid → 3-(p-Chlorophenyl)-1,2-difluoro-4-methyl-1-pentene

HRID 1977721ノート

反応式

HRID 1977721 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:14]([CH3:16])[CH3:15])[C:9]([F:13])=[C:10](F)[F:11])=[CH:4][CH:3]=1.[H-].COCCO[Al+]OCCOC.[Na+].[H-].Cl>O1CCCC1.C1(C)C=CC=CC=1.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH:14]([CH3:16])[CH3:15])[C:9]([F:13])=[CH:10][F:11])=[CH:6][CH:7]=1

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydrideHCID 217034773-(p-Chlorophenyl)-1,1,2-trifluoro-4-methyl-1-pentene

生成物 1

HCID 542868233-(p-Chlorophenyl)-1,2-difluoro-4-methyl-1-pentene収率 91%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 3-(p-chlorophenyl)-1,1,2-trifluoro-4-methyl-1-pentene (2.48 g, 0.01 mol) in tetrahydrofuran is cooled to −8° C., treated dropwise with a 3.4 M solution of sodium bis(2-methoxyethoxy)aluminum hydride in toluene (3.1 mL), stirred overnight at room temperature, diluted with water, acidified with 10% hydrochloric acid, and extracted with methylene chloride. The combined organic extracts are washed sequentially with water, saturated sodium hydrogen carbonate solution and water, dried over anhydrous sodium sulfate, and concentrated in vacuo to obtain the title product as a yellow oil (2.10 g) which is identified by NMR spectral analyses.

後処理

  1. extractionextracted with methylene chloride
  2. washThe combined organic extracts are washed sequentially with water, saturated sodium hydrogen carbonate solution and water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-ce195e11527f4beda2af8d71783039f7
出典データセット
uspto-grants-2001_05
特許番号
US06235754B1

反応ノート

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