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

HRID 1581624
ノート
印刷プレビュー

反応式

HRID 1581624 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-20b25f5359be4f499023bd85b5100879
出典データセット
uspto-grants-2004_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06730629B2

反応ノート

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