Potassium Carbonate → 4-[1-(Trifluoromethyl)ethenyl]pyridine

HRID 1880770

반응식

HRID 1880770 반응식
I[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[F:14][C:15]([F:22])([F:21])[C:16](B(O)O)=[CH2:17].[Cl-].[NH4+]>O1CCOCC1>[F:14][C:15]([F:22])([F:21])[C:16]([C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1)=[CH2:17]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 6094924-IodopyridineHCID 2782677(3,3,3-Trifluoroprop-1-en-2-yl)boronic acid

생성물 1

HCID 595703554-[1-(Trifluoromethyl)ethenyl]pyridine수율 73.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
110 °C

실험 절차

To 1,4-dioxane were added 3.22 g of 4-iodopyridine, 10.87 g of potassium carbonate, 0.036 g of tetrakis(triphenylphosphinepalladium) and 5.5 g of 1-(trifluoromethyl)vinylboronic acid, and the mixture was stirred at 110° C. for 8 hours. Thereafter, this solution was poured into an aqueous saturated ammonium chloride solution, followed by extraction with diethyl ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.0 g of 4-[1-(trifluoromethyl)ethenyl]pyridine.

후처리

  1. extractionfollowed by extraction with diethyl ether three times
  2. washwashed with an aqueous saturated sodium chloride solution
  3. dry with materialdried with anhydrous magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-9f0c2151f2b44a58a621a8a51def4c6e
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318776B2

연결된 노트

불러오는 중…