4'-Chloro-2-hydroxy-4-methoxybenzophenone → 2-[(E)-C-(4-chlorophenyl)-N-hydroxycarbonimidoyl]-5-methoxyphenol

HRID 568718ノート

反応式

HRID 568718 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[OH:17])=[CH:4][CH:3]=1.Cl.[NH2:20][OH:21]>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5](/[C:8](=[N:20]\[OH:21])/[C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][C:10]=2[OH:17])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 665574'-Chloro-2-hydroxy-4-methoxybenzophenoneHCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 1364774242-[(E)-C-(4-chlorophenyl)-N-hydroxycarbonimidoyl]-5-methoxyphenol

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 382 g of 4'-chloro-2-hydroxy-4-methoxybenzophenone, 230 g hydroxylamine hydrochloride and 1.5 liters of pyridine is heated under reflux for 3 hr. The solvent is evaporated and the residue is partitioned between hydrochloric acid and ethyl acetate. The organic extracts are combined and washed with saturated sodium chloride solution. The solvent is removed to afford a mixture of E- and Z-oxime isomers which is separated on a Waters Prep LC System 500 using 5% ethyl acetate/toluene as the eluting system to afford E-4'-chloro-2-hydroxy-4-methoxybenzophenone oxime, mp 159° C.

後処理

  1. temperatureis heated
  2. temperatureunder reflux for 3 hr
  3. customThe solvent is evaporated
  4. customthe residue is partitioned between hydrochloric acid and ethyl acetate
  5. washwashed with saturated sodium chloride solution
  6. customThe solvent is removed
  7. customto afford
  8. customis separated on a Waters Prep LC System 500 using 5% ethyl acetate/toluene as the eluting system

出典と根拠

ORDレコード
ord-784590844a3b48899b8f29094a83080e
出典データセット
uspto-grants-1988_03
特許番号
US04728662

反応ノート

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