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

HRID 894173ノート

反応式

HRID 894173 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-099d9a07dc03407cbc461231ee2b2da5
出典データセット
uspto-grants-1981_08
特許番号
US04282365

反応ノート

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