Tris(1,1-dimethylethyl)phosphine → 2,4-Diphenyl-1,3,5-triazine

HRID 2275962ノート

反応式

HRID 2275962 の反応式
Br[C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12](C3C=CC=C(Br)C=3)[N:11]=[C:10]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:9]=2)[CH:5]=[CH:6][CH:7]=1.CC1(C)C2=CC3NC4C(C=3C=C2C2C1=CC=CC=2)=CC=CC=4.C(P(C(C)(C)C)C(C)(C)C)(C)(C)C>CC1C=CC(C)=CC=1.CC([O-])=O.CC([O-])=O.[Pd+2]>[C:21]1([C:10]2[N:11]=[CH:12][N:13]=[C:8]([C:4]3[CH:3]=[CH:2][CH:7]=[CH:6][CH:5]=3)[N:9]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

6

反応物 3

HCID 83681Tris(1,1-dimethylethyl)phosphineHCID 665852047,7-Dimethyl-5,7-dihydroindeno[2,1-b]carbazoleHCID 66797926HCID 66797926、化合物

生成物 1

HCID 159122,4-Diphenyl-1,3,5-triazine

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 7809P-Xylene溶媒

実験手順

10.9 g (23.5 mmol) of 2,4-bis(3-bromophenyl)-6-phenyl-1,3,5-triazine, 13.3 g (47 mmol) of 12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]-fluorene and 29.2 g of Rb2CO3 are suspended in 250 ml of p-xylene. 0.95 g (4.2 mmol) of Pd(OAc)2 and 12.6 ml of a 1 M tri-tert-butylphosphine solution are added to this suspension. The reaction mixture is heated under reflux for 24 h. After cooling, the organic phase is separated off, washed three times with 200 ml of water and evaporated to dryness. The residue is extracted with hot toluene and recrystallised three times from toluene and finally sublimed in a high vacuum, giving 13.1 g (15 mmol), corresponding to 53% of theory. The purity is 99.9%.

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 24 h
  3. temperatureAfter cooling
  4. customthe organic phase is separated off
  5. washwashed three times with 200 ml of water
  6. customevaporated to dryness
  7. extractionThe residue is extracted with hot toluene
  8. customrecrystallised three times from toluene
  9. customgiving 13.1 g (15 mmol)

出典と根拠

ORDレコード
ord-3ba186a7e8f949d8a778f0d42d32a741
出典データセット
uspto-grants-2015_09
特許番号
US09126970B2

反応ノート

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