Ammonium Chloride → HCID 12010832、化合物

HRID 1282473ノート

反応式

HRID 1282473 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[C:9](Br)[CH3:10])=[CH:4][CH:3]=1.C([Li])CCC.Cl[P:25]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[Cl-].[NH4+]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[C:9]([P:25]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH3:10])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 25517Ammonium ChlorideHCID 66180ChlorodiphenylphosphineHCID 18424482HCID 18424482、化合物HCID 178418339Butyllithium

生成物 1

HCID 12010832HCID 12010832、化合物収率 57%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-65 °C

実験手順

Into a reactor were introduced 0.907 g (2.93 mmol) of the 1,1-bis(4-fluorophenyl)-2-bromopropene and 20 mL of THF under a nitrogen atmosphere. The contents were cooled to −65° C., and 2.0 mL (2.9 mmol; 1.5 M hexane solution) of butyllithium was gradually added dropwise thereto. The resultant mixture was stirred for 40 minutes. Thereafter, a mixture of 0.58 mL (3.2 mmol) of chlorodiphenylphosphine and 5 mL of THF was added thereto, and the resultant mixture was stirred at that temperature for 2 hours and then heated to room temperature. Saturated aqueous ammonium chloride solution was added to the reaction mixture, which was then extracted with ethyl acetate. The resultant organic layer was washed with water and saturated aqueous sodium chloride solution and then dried with anhydrous magnesium sulfate. Thereafter, the solvent was removed under reduced pressure. The concentrate was recrystallized from methanol to obtain 0.687 g (57%) of the target compound as white crystals.

後処理

  1. additionwas added
  2. temperatureheated to room temperature
  3. extractionwas then extracted with ethyl acetate
  4. washThe resultant organic layer was washed with water and saturated aqueous sodium chloride solution
  5. dry with materialdried with anhydrous magnesium sulfate
  6. customThereafter, the solvent was removed under reduced pressure
  7. customThe concentrate was recrystallized from methanol

出典と根拠

ORDレコード
ord-ef7e213598f845a1998865dc8210351c
出典データセット
uspto-grants-2002_09
特許番号
US06455720B1

反応ノート

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