2-(Diisopropylamino)ethyl chloride → alpha-(4-Biphenylyl)-alpha-[2-(diisopropylamino)ethyl]acetonitrile

HRID 1855964

반응식

HRID 1855964 반응식
[C:1]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:4]([CH2:7][C:8]#[N:9])=[CH:3][CH:2]=1.Cl[CH2:17][CH2:18][N:19]([CH:23]([CH3:25])[CH3:24])[CH:20]([CH3:22])[CH3:21].[OH-].[Na+]>[Br-].C([N+](C)(C)C)C1C=CC=CC=1.C(Cl)Cl.O>[C:1]1([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:2]=[CH:3][C:4]([CH:7]([CH2:17][CH2:18][N:19]([CH:23]([CH3:25])[CH3:24])[CH:20]([CH3:22])[CH3:21])[C:8]#[N:9])=[CH:5][CH:6]=1

참가 물질

7

반응물 3

HCID 73122-(Diisopropylamino)ethyl chlorideHCID 14798Sodium HydroxideHCID 358564-Biphenylacetonitrile

생성물 1

HCID 14569341alpha-(4-Biphenylyl)-alpha-[2-(diisopropylamino)ethyl]acetonitrile

시약·촉매·용매 3

HCID 21449Benzyltrimethylammonium bromide촉매HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

The mixture of 50 parts of α-(4-biphenylyl)acetonitrile, 45.8 parts of 2-chloro-N,N-diisopropylethylamine, 80 parts by volume of 50% sodium hydroxide, 250 parts by volume of methylene chloride and 1 part of benzyltrimethylammonium bromide is stirred at room temperature with slight cooling in an icy water bath for about 24 hours. The mixture is then poured into water and to this mixture additional quantity of methylene chloride is added. The organic layer is separated, washed with water, dried over anhydrous sodium sulfate and concentrated to afford α-(4-biphenylyl)-α-[2-(diisopropylamino)ethyl]acetonitrile, as a solid. This compound is identical to that of Example 1.

후처리

  1. temperaturewith slight cooling in an icy water bath for about 24 hours
  2. additionis added
  3. customThe organic layer is separated
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-bee095f34501411d9fb398a67f21a714
출처 데이터셋
uspto-grants-1980_08
특허 번호
US04217306

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