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Sodium Hydroxide → Bis(3,5-di-t-butyl-4-methoxyphenyl)(2-bromophenyl)phosphine

HRID 1581624
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HRID 1581624 반응식
[C:1]([C:5]1[CH:6]=[C:7]([P:17](=O)([C:25]2[CH:30]=[C:29]([C:31]([CH3:34])([CH3:33])[CH3:32])[C:28]([O:35][CH3:36])=[C:27]([C:37]([CH3:40])([CH3:39])[CH3:38])[CH:26]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Br:24])[CH:8]=[C:9]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]=1[O:11][CH3:12])([CH3:4])([CH3:3])[CH3:2].Cl[SiH](Cl)Cl.[OH-].[Na+]>C1(C)C=CC=CC=1>[C:13]([C:9]1[CH:8]=[C:7]([P:17]([C:25]2[CH:30]=[C:29]([C:31]([CH3:34])([CH3:33])[CH3:32])[C:28]([O:35][CH3:36])=[C:27]([C:37]([CH3:40])([CH3:39])[CH3:38])[CH:26]=2)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Br:24])[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:10]=1[O:11][CH3:12])([CH3:14])([CH3:15])[CH3:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24811TrichlorosilaneHCID 12115809Bis(3,5-di-t-butyl-4-methoxyphenyl)(2-bromophenyl)phosphine oxide

생성물 1

HCID 12115810Bis(3,5-di-t-butyl-4-methoxyphenyl)(2-bromophenyl)phosphine수율 86.5%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Into a four-neck flask were weighed 28.81 g (44.9 mmol) of the bis(3,5-di-t-butyl-4-methoxyphenyl)(2-bromophenyl)phosphine oxide (6). The atmosphere of the reaction vessel which was fitted with a thermometer, a condenser tube, and a dropping funnel with a pressure-equalizing tube was completely replaced with nitrogen. Thereto were added 300 mL of toluene, 29.92 g (247.0 mmol) of N,N′-dimethylaniline, and 30.41 g (224.5 mmol) of trichlorosilane, followed by 15 hours of heating at reflux. After the completion of the reaction, the reaction mixture was poured into 180 mL of 25% sodium hydroxide aqueous solution at 0° C. to 10° C. After 30 minutes of stirring at room temperature, the layers were separated from each other. The water layer was extracted with toluene (100 mL). The combined organic layer was washed with 1N hydrochloric acid aqueous solution, water and brine and dried over anhydrous magnesium sulfate. Toluene was removed by evaporation and the residue was recrystallized from toluene-methanol to obtain the title compound (24.30 g, a white solid).

후처리

  1. customInto a four-neck flask were weighed
  2. customThe atmosphere of the reaction vessel which was fitted with a thermometer, a condenser tube, and a dropping funnel with a pressure-equalizing tube
  3. temperatureof heating
  4. temperatureat reflux
  5. customAfter the completion of the reaction
  6. customthe layers were separated from each other
  7. extractionThe water layer was extracted with toluene (100 mL)
  8. washThe combined organic layer was washed with 1N hydrochloric acid aqueous solution, water and brine
  9. dry with materialdried over anhydrous magnesium sulfate
  10. customToluene was removed by evaporation
  11. customthe residue was recrystallized from toluene-methanol

출처 및 근거

ORD 기록
ord-20b25f5359be4f499023bd85b5100879
출처 데이터셋
uspto-grants-2004_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06730629B2

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