Chloroform → 5,7-dihydro-6H-dibenz[c,e]azepine-6carbonitrile

HRID 1762711

반응식

HRID 1762711 반응식
[CH:1]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8][N:7]([C:16]([NH2:18])=O)[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.C(Cl)(Cl)Cl.[OH-].[Na+]>C(N(CC)CC)C>[CH:1]1[C:11]2[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[CH2:8][N:7]([C:16]#[N:18])[CH2:6][C:5]=2[CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 200417145,7-dihydro-6H-dibenz[c,e]azepine-6-carboxamide

생성물 1

HCID 198338865,7-dihydro-6H-dibenz[c,e]azepine-6carbonitrile

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

A mixture of 1.19 g of 5,7-dihydro-6H-dibenz[c,e]azepine-6-carboxamide (see Example 10), 12 ml of chloroform, 2.7 ml of 50% sodium hydroxide solution and 50 mg of triethylamine is stirred at room temperature for 1 hour. The reaction mixture is then poured onto ice/water and the whole is extracted with methylene chloride. The extracts are washed with water, dried over anhydrous sodium sulphate and evaporated, and the residue is purified by flash chromatography on silica gel [eluent: n-hexane/ethyl acetate (9:1)]. There is obtained 5,7-dihydro-6H-dibenz[c,e]azepine-6-carbonitrile, m.p. 118°-121° C.

후처리

  1. additionThe reaction mixture is then poured onto ice/water
  2. extractionthe whole is extracted with methylene chloride
  3. washThe extracts are washed with water
  4. dry with materialdried over anhydrous sodium sulphate
  5. customevaporated
  6. customthe residue is purified by flash chromatography on silica gel [eluent: n-hexane/ethyl acetate (9:1)]

출처 및 근거

ORD 기록
ord-a2fecb493a334798b54ea121986c3cf8
출처 데이터셋
uspto-grants-1989_05
특허 번호
US04833245

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