Allyl bromide → 4-[2,2,2-Trifluoro-1-(2-propenyloxy)ethyl]pyridine-2-carbonitrile

HRID 1880766노트

반응식

HRID 1880766 반응식
[F:1][C:2]([F:14])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]#[N:12])[CH:6]=1)[OH:4].C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][CH:23]=[CH2:24].[Cl-].[NH4+]>CN(C)C=O>[F:14][C:2]([F:1])([F:13])[CH:3]([C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]#[N:12])[CH:6]=1)[O:4][CH2:24][CH:23]=[CH2:22]

참가 물질

6

반응물 4

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 595703134-(2,2,2-Trifluoro-1-hydroxyethyl)pyridine-2-carbonitrile

생성물 1

HCID 595703774-[2,2,2-Trifluoro-1-(2-propenyloxy)ethyl]pyridine-2-carbonitrile수율 28.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 5 ml of dimethylformamide were added 0.5 g of 4-(2,2,2-trifluoro-1-hydroxyethyl)pyridine-2-carbonitrile, 0.45 g of potassium carbonate and 0.39 g of 3-bromo-1-propene, and the mixture was stirred at room temperature for 20 hours. Thereafter, an aqueous saturated ammonium chloride solution was added to the reaction solution, the resultant solution was extracted with ethyl acetate, and the organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.17 g of 4-[2,2,2-trifluoro-1-(2-propenyloxy)ethyl]pyridine-2-carbonitrile.

후처리

  1. extractionthe resultant solution was extracted with ethyl acetate
  2. dry with materialdried with anhydrous magnesium sulfate
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-40f2f834b7c9493993c9bc08e8bf5b89
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318776B2

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