Chloroform → 9-Cyano-6,11-dihydro-11-oxodibenz[b,e]oxepin

HRID 894173노트

반응식

HRID 894173 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]2[CH2:11][O:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[C:7](=[O:16])[C:6]=2[CH:17]=1.[CH3:18][N:19](C)C=O.C(Cl)(Cl)Cl.[C-]#N.[Na+]>O>[O:16]=[C:7]1[C:6]2[CH:17]=[C:2]([C:18]#[N:19])[CH:3]=[CH:4][C:5]=2[CH2:11][O:10][C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]1=2

참가 물질

6

반응물 4

HCID 6212ChloroformHCID 6228DimethylformamideHCID 8929Sodium CyanideHCID 129291399-Bromo-6,11-dihydro-11-oxodibenz[b,e]oxepin

생성물 1

HCID 129291409-Cyano-6,11-dihydro-11-oxodibenz[b,e]oxepin

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Reflux a mixture of 9.13 gm. (0.0316 mole) of 9-bromo-6,11-dihydro-11-oxodibenz[b,e]oxepin, 6.03 gm. (0.0673 mole) of cuprous cyanide and 32 ml. of dimethylformamide for 4 hours with vigorous stirring. Cool the reaction mixture and shake with a mixture of 45 ml. of chloroform, 32 ml. of saturated sodium cyanide solution and 32 ml. of water until all solids have dissolved. Separate the organic layer and wash with aqueous sodium cyanide solution and water. Dry over anhydrous magnesium dulfate. Remove the solvent to obtain the title product (yield 7.43 gm., m.p. 116°-127° C.).

후처리

  1. temperatureReflux
  2. additiona mixture of 9.13 gm
  3. temperatureCool the reaction mixture and shake
  4. additionwith a mixture of 45 ml
  5. customSeparate the organic layer
  6. washwash with aqueous sodium cyanide solution and water
  7. dry with materialDry over anhydrous magnesium dulfate
  8. customRemove the solvent

출처 및 근거

ORD 기록
ord-099d9a07dc03407cbc461231ee2b2da5
출처 데이터셋
uspto-grants-1981_08
특허 번호
US04282365

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