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Diisopropylamine → HCID 14347486、化合物

HRID 2232739
ノート
印刷プレビュー

反応式

HRID 2232739 の反応式
[CH:1]([NH:4]C(C)C)(C)[CH3:2].C([Li])CCC.[F:13][C:14]([F:34])([F:33])[C:15]1[CH:32]=[CH:31][CH:30]=[CH:29][C:16]=1[C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]([F:28])([F:27])[F:26])=[O:18]>O1CCCC1.CCCCCC>[OH:18][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]([F:26])([F:27])[F:28])([C:16]1[CH:29]=[CH:30][CH:31]=[CH:32][C:15]=1[C:14]([F:33])([F:34])[F:13])[CH2:2][C:1]#[N:4]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 7912DiisopropylamineHCID 12434983Bis[2-(trifluoromethyl)phenyl]methanoneHCID 178418339Butyllithium

生成物 1

HCID 14347486HCID 14347486、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

反応条件

温度
-78 °C

実験手順

A stirred solution of diisopropylamine (4.02 mL) in dry tetrahydrofurane (30 mL) under argon was treated dropwise with 1.6M n-butyl lithium in hexane (18 mL). The reaction was kept at -5° C. during the addition and for 15 minutes thereafter, then it was cooled to -78° C. and a solution of 2,2'-bis(trifluoromethyl)benzophenone (8.0 g) in tetrahydrofurane was added at such a rate that the reaction temperature did not exceed -65° C. The mixture was stirred at -78° C. for 1 minutes, then it was allowed to slowly equilibrate to room temperature over 30 minutes. After the solvents were removed under reduced pressure, the residue was treated with water (100 mL) and the resulting solid was filtered off, washed with water and dried. Crystallization of the solid from dichloromethanehexane furnished 7.72 g of 3-hydroxy-3,3-bis[2-(trifluoromethyl)phenyl]-propanenitrile, mp 168°-170° C. A sample was recrystallized from the same solvent system to give the analytical specimen, mp 171°-172° C.

後処理

  1. additionThe reaction was kept at -5° C. during the addition and for 15 minutes
  2. customdid not exceed -65° C
  3. customslowly equilibrate to room temperature
  4. customover 30 minutes
  5. customAfter the solvents were removed under reduced pressure
  6. additionthe residue was treated with water (100 mL)
  7. filtrationthe resulting solid was filtered off
  8. washwashed with water
  9. customdried
  10. customCrystallization of the solid from dichloromethanehexane

出典と根拠

ORDレコード
ord-e09bc24534ea41599a5e6d342c0bec93
出典データセット
uspto-grants-1988_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04788206

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート