Triphenylphosphine → HCID 21948811、化合物

HRID 2054961ノート

反応式

HRID 2054961 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 21948811HCID 21948811、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dd1a48db5b95419b8fc956a0701556d9
出典データセット
uspto-grants-2008_02
特許番号
US07329753B2

反応ノート

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