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Toluene → Phenol, 4-[(phenylimino)methyl]-

HRID 278287
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HRID 278287 반응식
[OH:1]C1C=CC=CC=1C=O.[NH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[C:17]1([CH3:23])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[OH:1][C:20]1[CH:21]=[CH:22][C:17]([CH:23]=[N:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:18][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 1140TolueneHCID 6115Aniline2회HCID 6998Salicylaldehyde

생성물 1

HCID 74319Phenol, 4-[(phenylimino)methyl]-수율 94%

실험 절차

A solution of hydroxy benzaldehyde (5.00 g, 41 mmol) in toluene (200 cm3) was heated to 109° C. before aniline (1.86 g, 20 mmol) was added under nitrogen. The mixture was then allowed to cool, forming a yellow solid after 30 minutes. The reaction was continued with the further addition of aniline (1.86 g, 20 mmol). Dean and Stark apparatus was used to collect water (0.6 cm3). Reflux continued for a further 5 hours by which time 0.7 cm3 of water had collected. After cooling the mixture, a thick crystalline mass was formed which was filtered and dried under vacuum at 90° C. to give 4-hydroxybenzylidene-aniline (7.3 g, 94%) as pale cream crystals.

후처리

  1. additionwas added under nitrogen
  2. temperatureto cool
  3. customforming a yellow solid after 30 minutes
  4. customto collect water (0.6 cm3)
  5. temperatureReflux
  6. customhad collected
  7. temperatureAfter cooling the mixture
  8. customa thick crystalline mass was formed which
  9. filtrationwas filtered
  10. customdried under vacuum at 90° C.

출처 및 근거

ORD 기록
ord-0489a8bb32924320949f9d9d01e77ca7
출처 데이터셋
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06359056B1

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