Dichlorodiphenylsilane → 1,1'-[(Diphenylsilanediyl)di(4,1-phenylene)]bis(3,5-diphenyl-1H-pyrazole)

HRID 1160049

반응식

HRID 1160049 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:11][C:10]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:9]2)=[CH:4][CH:3]=1.[CH3:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].[C:31]([Li])([CH3:34])([CH3:33])[CH3:32].[C:36]1([Si:42]([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)(Cl)Cl)[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>C1COCC1.C1(C)C=CC=CC=1.O>[C:19]1([C:10]2[CH:11]=[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:8]([C:5]3[CH:6]=[CH:7][C:2]([Si:42]([C:45]4[CH:50]=[CH:49][C:48]([N:9]5[C:32]([C:31]6[CH:34]=[CH:7][CH:2]=[CH:3][CH:33]=6)=[CH:11][C:12]([C:13]6[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=6)=[N:8]5)=[CH:47][CH:46]=4)([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:27]4[CH:26]=[CH:25][CH:30]=[CH:29][CH:28]=4)=[CH:3][CH:4]=3)[N:9]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

8

반응물 4

HCID 6627DichlorodiphenylsilaneHCID 8058HexaneHCID 46450961-(p-Bromophenyl)-3,5-diphenylpyrazoleHCID 178418306HCID 178418306, 화합물

생성물 1

HCID 595150641,1'-[(Diphenylsilanediyl)di(4,1-phenylene)]bis(3,5-diphenyl-1H-pyrazole)

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매2회

실험 절차

After this, 1.87 g (0.005 mole) of the 1-(p-bromophenyl)-3,5-diphenylpyrazole obtained above and 10.0 ml of THF were placed in a 200-ml four-necked flask. The mixture was stirred at room temperature and 6.0 ml (0.010 mole) of a 1.7 M hexane solution of tert-butyllithium was added in drops at room temperature. After the addition, the stirring was continued at room temperature for one hour. A solution of 0.70 g (0.003 mole) of diphenyldichlorosilane in 10.0 ml of THF was further added from a dropping funnel at room temperature. After the addition, the mixture was heated under reflux with stirring for eight hours. Upon completion of the reaction, the reaction mixture was cooled to room temperature and water and toluene were added. The reaction mixture was transferred to a separatory funnel and an organic layer was separated. The organic layer was distilled under reduced pressure to remove the solvent and the remainder was submitted to column purification to give 0.40 g of bis[4-(3,5-diphenylpyrazol-1-yl)phenyl]diphenylsilane (hereinafter referred to as BPPS) as a light yellow powder. The product showed a purity of 100% (area ratio, HPLC), a mass of 773, and a melting point of 235.7° C. and corresponds to the compound listed as No. 153.

후처리

  1. customwere placed in a 200-ml four-necked flask
  2. additionAfter the addition
  3. additionAfter the addition
  4. temperaturethe mixture was heated
  5. temperatureunder reflux
  6. stirringwith stirring for eight hours
  7. customUpon completion of the reaction
  8. temperaturethe reaction mixture was cooled to room temperature
  9. customThe reaction mixture was transferred to a separatory funnel
  10. customan organic layer was separated
  11. distillationThe organic layer was distilled under reduced pressure
  12. customto remove the solvent
  13. customthe remainder was submitted to column purification

출처 및 근거

ORD 기록
ord-049cd40f6b03460a986a3cd2e7a1fdb2
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816020B2

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