2,5-Dimethylaniline → N-(2,5-dimethylphenyl)-3-oxobutanamide

반응식

[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:3]=1[NH2:4].[O:10]=[C:11]([CH3:18])[CH2:12][C:13](OCC)=[O:14]>>[CH3:1][C:2]1[CH:8]=[CH:7][C:6]([CH3:9])=[CH:5][C:3]=1[NH:4][C:13](=[O:14])[CH2:12][C:11](=[O:10])[CH3:18]

참가 물질

반응물 2

HCID 72592,5-Dimethylaniline

HCID 8868Ethyl Acetoacetate

생성물 1

HCID 284876N-(2,5-dimethylphenyl)-3-oxobutanamide

실험 절차

A mixture of 2,5-dimethylaniline (1.00 g, 8.25 mmol) and ethyl 3-oxobutanoate (1.0 mL, 1.0 eq) was microwaved at 180° C. for 5 minutes. After the reaction mixture was cooled to room temperature, it was triturated with hexane. The resulting precipitate was filtered and dried under high vacuum to yield the desired title compound. Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ ppm 2.28 (s, 3 H) 2.32 (s, 3 H) 2.34 (s, 3 H) 3.63 (s, 2 H) 6.88 (d, J=7.62 Hz, 1 H) 7.07 (d, J=7.62 Hz, 1 H) 7.75 (s, 1 H) 9.00-9.12 (m, 1 H).

후처리

customwas microwaved at 180° C. for 5 minutes
customit was triturated with hexane
filtrationThe resulting precipitate was filtered
customdried under high vacuum

출처 및 근거

ORD 기록: ord-6a05b3caf940420da973a9d530b480da
출처 데이터셋: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08507682B2

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