Crotononitrile → 3-Methyl-2-morpholino-2-(alpha,alpha,alpha-trifluoro-m-tolyl)glutaronitrile

HRID 1763610

반응식

HRID 1763610 반응식
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:9]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:10]#[N:11])[CH:4]=1.[OH-].[K+].C(O)C.[C:25](#[N:29])/[CH:26]=[CH:27]/[CH3:28]>O1CCCC1>[CH3:28][CH:27]([CH2:26][C:25]#[N:29])[C:9]([N:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1)([C:5]1[CH:4]=[C:3]([C:2]([F:1])([F:18])[F:19])[CH:8]=[CH:7][CH:6]=1)[C:10]#[N:11]

참가 물질

5

반응물 3

HCID 637921CrotononitrileHCID 36941922-Morpholino-2-[3-(trifluoromethyl)phenyl]acetonitrileHCID 21946426Potassium hydroxide ethanol

생성물 1

HCID 124495173-Methyl-2-morpholino-2-(alpha,alpha,alpha-trifluoro-m-tolyl)glutaronitrile

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of α-(α,α,α-trifluoro-m-tolyl)-4-morpholineacetonitrile in 100 ml. of tetrahydrofuran is added 1.0 ml. of 30% KOH-ethanol solution. To the mixture is added 2.56 g. of crotononitrile and the mixture is stirred at room temperature for 18 hrs. The mixture is concentrated to dryness under vacuum and the residue is dissolved in chloroform. The solution is passed through a column of hydrous magnesium silicate. The eluent is concentrated to an oil (17.3 g) which is crystallized from hexane and recrystallized from CHCL3 -hexane to give 3-methyl-2-morpholino-2-(α,α,α-trifluoro-m-tolyl)glutaronitrile as crystals, m.p. 115°-118° C.

후처리

  1. additionTo the mixture is added 2.56 g
  2. concentrationThe mixture is concentrated to dryness under vacuum
  3. dissolutionthe residue is dissolved in chloroform
  4. concentrationThe eluent is concentrated to an oil (17.3 g) which
  5. customis crystallized from hexane
  6. customrecrystallized from CHCL3 -hexane

출처 및 근거

ORD 기록
ord-6baa0556377e44a7821e68c108ea8bbc
출처 데이터셋
uspto-grants-1978_09
특허 번호
US04112095

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