Hydroxylamine → alpha-Phenylbenzoin oxime

HRID 838833노트

반응식

HRID 838833 반응식
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

참가 물질

7

반응물 4

HCID 787Hydroxylamine2회HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 19793701Phenylbenzoin3회

생성물 1

HCID 73998057alpha-Phenylbenzoin oxime수율 40%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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:

후처리

  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

출처 및 근거

ORD 기록
ord-1a5619b5de404e9684e45e1ea6da538c
출처 데이터셋
uspto-grants-1978_06
특허 번호
US04093598

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