Hydroxylamine → alpha-Phenylbenzoin oxime

HRID 838833ノート

反応式

HRID 838833 の反応式
C1([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([CH:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[OH:16])=O)C=CC=CC=1.[NH2:23][OH:24].Cl.NO.[C:28]([O-])(=O)[CH3:29].[Na+]>O.CO>[C:29]1([C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([OH:16])[C:13](=[N:23][OH:24])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:7]=2)[CH:28]=[CH:9][CH:8]=[CH:7][CH:12]=1

参加物

7

反応物 4

HCID 787Hydroxylamine2 回HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 19793701Phenylbenzoin3 回

生成物 1

HCID 73998057alpha-Phenylbenzoin oxime収率 40%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

180 g (0.625 mol) of phenylbenzoin was added to a 3 liter, one necked, round bottomed flask fitted with a reflux condenser and a nitrogen bypass. 1.45 liters of methanol was added to dissolve the phenylbenzoin and free hydroxylamine was prepared by treating 177.9 g. (2.56 moles) hydroxylamine hydrochloride with 209.9 g (2.56 moles) of sodium acetate in water. The resultant solution was added to the phenylbenzoin and the reaction mixture was stirred for 48 hours at reflux at which time an additional 1.24 moles of hydroxylamine was added. The solution was cooled and filtered. The solids were then placed in a Soxhlet extractor and treated with refluxing hexane. After 72 hours the solid remaining in the extraction thimble was collected to yield 40% of the theoretical yield of pure alpha-phenylbenzoin oxime, m.p. 150°-52° C. (lit. 153.5). The hexane extract can be concentrated to yield unreacted phenylbenzoin (50% of theory) which may be recycled to afford additional phenylbenzoin oxime. This material was employed to polymerize 2,6 -xylenol using the following composition:

後処理

  1. customround bottomed flask fitted with a reflux condenser
  2. customwas prepared
  3. additionby treating 177.9 g
  4. additionwas added
  5. temperatureThe solution was cooled
  6. filtrationfiltered
  7. additiontreated with refluxing hexane
  8. waitAfter 72 hours the solid remaining in the extraction thimble
  9. customwas collected

出典と根拠

ORDレコード
ord-1a5619b5de404e9684e45e1ea6da538c
出典データセット
uspto-grants-1978_06
特許番号
US04093598

反応ノート

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