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

HRID 403147노트

반응식

HRID 403147 반응식
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

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매HCID 1140Toluene용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-d1db6c353a234c9f8281d8ec6c97ece1
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748012B2

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