Anthranilic Acid → 2-Cyclohexylideneamino-benzoic acid

반응식

[C:1]([OH:10])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[C:11]1(=O)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>>[C:11]1(=[N:4][C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=2[C:1]([OH:10])=[O:9])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

참가 물질

반응물 2

HCID 227Anthranilic Acid

HCID 7967Cyclohexanone

생성물 1

HCID 46156362-Cyclohexylideneamino-benzoic acid수율 69.4%

실험 절차

Anthranilic acid (10 g, 73 mmol) and cyclohexanone (9.8 mL, 95 mmol) were dissolved in xylenes (110 mL) in a flask equipped with a Dean-Stark apparatus and heated to reflux over 18 hours. The reaction mixture was cooled to room temperature and the resulting precipitate collected by filtration. The filter cake was washed with hexanes and dried in vacuo to give the desired imine (11 g, 69% yield) as a beige solid.

후처리

customequipped with a Dean-Stark apparatus
temperatureheated
temperatureto reflux over 18 hours
filtrationthe resulting precipitate collected by filtration
washThe filter cake was washed with hexanes
customdried in vacuo

출처 및 근거

ORD 기록: ord-d553c0b93bf74137ae24610895f8dc5b
출처 데이터셋: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07319103B2

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