Triphenylphosphine → HCID 21948811, 화합물

HRID 2215416노트

반응식

HRID 2215416 반응식
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[N+:12]([O-:14])=[O:13])[N:3]=1.[C:15]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C[CH:16]=1.C(C([Sn])=C(CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[N+:12]([C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[CH:10]=[CH:11][C:2]([CH:15]=[CH2:16])=[N:3]2)([O-:14])=[O:13]

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 3192512-Chloro-5-nitroquinolineHCID 53438229Tri(butyl)vinyltin

생성물 1

HCID 21948811HCID 21948811, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

5.06 g (24.5 mmol) of 2-chloro-5-nitroquinoline, 1.26 g (4.9 mmol) of triphenylphosphine and 8.0 g (25.2 mmol) of tri-n-butylvinyltin are dissolved in 60 ml of toluene. After adding 2.75 g (2.5 mmol) of tris(dibenzylidenacetone)dipalladium, the reaction mixture is allowed to reflux for 20 hours. Then, it is filtered on Celite and washed with ethyl acetate. The filtrate is mixed with saturated ammonium chloride solution. It is extracted with ethyl acetate, and the combined organic phases are dried on sodium sulfate. After the solvent is removed in a vacuum and after subsequent chromatography on silica gel with hexane-ethyl acetate (5–20%), 3.05 g (62% of theory) of the product is obtained.

후처리

  1. temperatureto reflux for 20 hours
  2. filtrationThen, it is filtered on Celite
  3. washwashed with ethyl acetate
  4. additionThe filtrate is mixed with saturated ammonium chloride solution
  5. extractionIt is extracted with ethyl acetate
  6. customthe combined organic phases are dried on sodium sulfate
  7. customAfter the solvent is removed in a vacuum
  8. customafter subsequent chromatography on silica gel with hexane-ethyl acetate (5–20%), 3.05 g (62% of theory) of the product is obtained

출처 및 근거

ORD 기록
ord-3256fcff933e4e9880d29dc526ef0851
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07109212B2

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