Hydrochloric Acid → 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal oxime

HRID 2072519ノート

反応式

HRID 2072519 の反応式
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:16])[CH:14]=O)=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:17]=[CH:18][CH:19]=[CH:20][C:3]1=2.Cl.[NH2:22][OH:23].[OH-].[Na+].Cl>O.C(O)C>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][C:11]([CH:13]([CH3:16])[CH:14]=[N:22][OH:23])=[CH:12][C:7]=2[CH:6]=[CH:5][C:4]2[CH:17]=[CH:18][CH:19]=[CH:20][C:3]1=2

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 214093832-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal

生成物 1

HCID 867351132-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal oxime

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a solution of 0.288 g. of 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal in 4 ml. of ethanol is added a solution of 0.12 g. of hydroxylamine hydrochloride and 0.11 g. of sodium hydroxide in 0.4 ml. of water. The mixture is refluxed briefly, then acidified with dilute hydrochloric acid and extracted with ethyl acetate. The extract is washed, dried and evaporated to yield a crude product which is chromatographed on silica gel, eluting with chloroform:methanol (19:1) to afford 2-(5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl)propanal oxime.

後処理

  1. temperatureThe mixture is refluxed briefly
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed
  4. customdried
  5. customevaporated
  6. customto yield a crude product which
  7. customis chromatographed on silica gel
  8. washeluting with chloroform:methanol (19:1)

出典と根拠

ORDレコード
ord-9940313b5bd84752ba23d78d396ad60d
出典データセット
uspto-grants-1977_09
特許番号
US04051260

反応ノート

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