Toluene → HCID 86712053、化合物

HRID 1755525

反応式

Br[C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([Br:15])=[CH:9][CH:10]=3)[C:5]([CH3:17])([CH3:16])[C:4]=2[CH:3]=1.[C:18]1(C)[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[NH:24][C:25]1[CH:30]=CC=C[C:26]=1C.[CH3:33][C:34]([CH3:37])([O-])[CH3:35].[Na+].[C:39]1(C)C=CC=CC=1>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[Br:15][C:8]1[CH:7]=[C:6]2[C:11]([C:12]3[CH:13]=[CH:14][C:2]([N:24]([C:19]4[CH:18]=[CH:23][C:22]([CH3:39])=[CH:21][CH:20]=4)[C:25]4[CH:26]=[CH:35][C:34]([CH3:37])=[CH:33][CH:30]=4)=[CH:3][C:4]=3[C:5]2([CH3:16])[CH3:17])=[CH:10][CH:9]=1

参加物

反応条件

温度: 80 °C

実験手順

A mixture of 2,7-dibromo-9,9-dimethyl-9H-fluorene (31.64 g, 89.87 mmol), ditolylamine (8.865 g, 44.9 mmol), Pd(dppf)Cl2 (1.644 g, 2.25 mmol) and sodium tert-butoxide (10.796 g, 112.3 mmol) in toluene 400 mL was degassed and heated at about 80° C. overnight. The resulting mixture was poured into ethyl acetate (500 mL). After the precipitate was filtered off, the solution was washed with water and brine, dried over Na2SO4, loaded on silica gel and purified by flash column (hexane to hexanes/dichloromethane 99:1 to 95:5 gradients). After removal of solvent and recrystallization in dichloromethane/hexanes, a white solid (Compound 32) was obtained (14.0169 g, in 66.6% yield).

後処理

customwas degassed
additionThe resulting mixture was poured into ethyl acetate (500 mL)
filtrationAfter the precipitate was filtered off
washthe solution was washed with water and brine
dry with materialdried over Na2SO4
custompurified by flash column (hexane to hexanes/dichloromethane 99:1 to 95:5 gradients)
customAfter removal of solvent and recrystallization in dichloromethane/hexanes

出典と根拠

ORDレコード: ord-dbcc9cdabf984bc6a8ebafc47ca3c079
出典データセット: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09172051B2

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

関連ノート