Potassium Carbonate → (3-Bromophenyl)(3'-(dibenzo [b,d]furan-4-yl)-[1,1'-biphenyl]-3-yl)diphenylsilane

HRID 403147ノート

反応式

HRID 403147 の反応式
Br[C:2]1[CH:3]=[C:4]([Si:8]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([Br:27])[CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:28]1[C:36]23[CH:37]=[CH:38][CH:39]=[CH:40][C:35]2=CO[C:32]3=[C:31]([C:41]2[CH:42]=[C:43](B3OC(C)(C)C(C)(C)O3)[CH:44]=[CH:45][CH:46]=2)[CH:30]=[CH:29]1.[C:56]([O-:59])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Br:27][C:23]1[CH:22]=[C:21]([Si:8]([C:4]2[CH:3]=[C:2]([C:45]3[CH:44]=[CH:43][CH:42]=[C:41]([C:31]4[C:32]5[O:59][C:56]6[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=6[C:36]=5[CH:28]=[CH:29][CH:30]=4)[CH:46]=3)[CH:7]=[CH:6][CH:5]=2)([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:26]=[CH:25][CH:24]=1

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 297508Bis(3-bromophenyl)diphenylsilaneHCID 710601992-(3-(Dibenzo[b,c]furan-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

生成物 1

HCID 86674050(3-Bromophenyl)(3'-(dibenzo [b,d]furan-4-yl)-[1,1'-biphenyl]-3-yl)diphenylsilane収率 60.1%

試薬・触媒・溶媒 3

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

A mixture solution of bis(3-bromophenyl)diphenylsilane (8.01 g, 16.21 mmol), 2-(3-(dibenzo[b,c]furan-4-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (3.00 g, 8.10 mmol), K2CO3 (2.240 g, 16.21 mmol), Pd(PPh3)4 (0.15 g, 0.162 mmol) in toluene (200 mL) and water (50 mL) was refluxed under nitrogen overnight. After cooling to room temperature, the organic phase was isolated and evaporated to dryness. The residue was purified by column chromatography on silica gel with hexane:DCM (9/1 to 3/1, v/v) as eluent to yield (3-bromophenyl)(3′-(dibenzo [b,d]furan-4-yl)-[1,1′-biphenyl]-3-yl)diphenylsilane (3.2 g, 60%) as a white solid.

後処理

  1. customthe organic phase was isolated
  2. customevaporated to dryness
  3. customThe residue was purified by column chromatography on silica gel with hexane

出典と根拠

ORDレコード
ord-d1db6c353a234c9f8281d8ec6c97ece1
出典データセット
uspto-grants-2014_06
特許番号
US08748012B2

反応ノート

読み込み中…