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

HRID 1977721노트

반응식

HRID 1977721 반응식
[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

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ce195e11527f4beda2af8d71783039f7
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235754B1

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