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

HRID 1880770

反応式

HRID 1880770 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
110 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9f0c2151f2b44a58a621a8a51def4c6e
出典データセット
uspto-grants-2012_11
特許番号
US08318776B2

関連ノート

読み込み中…