Sodium Bicarbonate → 7-Dibenzofuran-4-yl-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene

HRID 2275950ノート

反応式

HRID 2275950 の反応式
Br[C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]=[C:8]3[C:15]([CH3:23])([CH3:22])[C:16]4[C:21]([C:7]3=[CH:6][C:5]2=1)=[CH:20][CH:19]=[CH:18][CH:17]=4.[CH:24]1[C:32]2[C:31]3[CH:33]=[CH:34][CH:35]=[CH:36][C:30]=3[O:29][C:28]=2[C:27](B(O)O)=[CH:26][CH:25]=1.C([O-])(O)=O.[Na+]>C1(C)C=CC=CC=1.C(O)C>[CH:24]1[C:32]2[C:31]3[CH:33]=[CH:34][CH:35]=[CH:36][C:30]=3[O:29][C:28]=2[C:27]([C:2]2[CH:3]=[C:4]3[C:12](=[CH:13][CH:14]=2)[NH:11][C:10]2[CH:9]=[C:8]4[C:15]([CH3:23])([CH3:22])[C:16]5[C:21]([C:7]4=[CH:6][C:5]3=2)=[CH:20][CH:19]=[CH:18][CH:17]=5)=[CH:26][CH:25]=1

参加物

6

反応物 3

HCID 516892Sodium BicarbonateHCID 2734328Dibenzofuran-4-boronic acidHCID 667977897-Bromo-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene

生成物 1

HCID 667975987-Dibenzofuran-4-yl-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 1140Toluene溶媒

実験手順

32 g (90.6 mmol) of 7-bromo-12,12-dimethyl-10,12-dihydro-10-azaindeno-[2,1-b]fluorene, 19.9 g (94 mmol) of dibenzofuran-4-boronic acid and 164 ml of saturated NaHCO3 solution are suspended in 1640 ml of toluene and 164 ml of ethanol. 1.9 g (1.6 mmol) of Pd(PPh)3 are added to this suspension, and the reaction mixture is heated under reflux for 16 h. After cooling, the organic phase is separated off, filtered through silica gel, washed three times with 200 ml of water and subsequently evaporated to dryness. The yield is 26.7 g (59 mmol), corresponding to 65% of theory.

後処理

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 16 h
  3. temperatureAfter cooling
  4. customthe organic phase is separated off
  5. filtrationfiltered through silica gel
  6. washwashed three times with 200 ml of water
  7. customsubsequently evaporated to dryness

出典と根拠

ORDレコード
ord-d3a0abd91cb5479699931c2148dfa21f
出典データセット
uspto-grants-2015_09
特許番号
US09126970B2

反応ノート

読み込み中…