Hydrochloric Acid → HCID 59506249, 화합물

HRID 1098768노트

반응식

HRID 1098768 반응식
[Br:1][C:2]1[CH:7]=[C:6](Br)[CH:5]=[CH:4][C:3]=1[S:9]([N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)(=[O:11])=[O:10].[CH2:18]([O:20]C=C[Sn](CCCC)(CCCC)CCCC)[CH3:19].Cl.C([O-])(O)=O.[Na+]>C(#N)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[C:6]([C:18](=[O:20])[CH3:19])[CH:5]=[CH:4][C:3]=1[S:9]([N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)(=[O:11])=[O:10]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 1069780HCID 1069780, 화합물HCID 2763294(Z)-1-Ethoxy-2-(tributylstannyl)ethene

생성물 1

HCID 59506249HCID 59506249, 화합물수율 68%

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매HCID 6342Acetonitrile용매

실험 절차

To a solution of the product obtained in step 1 (4.8 g, 12.5 mmol) in ACN (15 ml) was added Cul (119 mg, 0.62 mmol), PdCl2(PPh3)2 and 1-(ethoxyvinyl)tributyl-stannane (5.4 g, 14.95 mmol). The mixture was refluxed for 3 h. After cooling, the reaction mixture was acidified with 1 N HCl (7 ml) and stirred for 20 min. The reaction mixture was neutralized with saturated aqueous NaHCO3 and extracted with AcOEt. The organic phase was dried over Na2SO4 and evaporated. Purification of the crude product by silica gel chromatography using ethyl acetate/n-heptane gave the desired product (2.95 g, 68%).

후처리

  1. temperatureThe mixture was refluxed for 3 h
  2. temperatureAfter cooling
  3. extractionextracted with AcOEt
  4. dry with materialThe organic phase was dried over Na2SO4
  5. customevaporated
  6. customPurification of the crude product by silica gel chromatography

출처 및 근거

ORD 기록
ord-91e1dc184cd54f02baf052f2a209591c
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143242B2

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