Ammonia → (Dimethyl-1,2-oxazol-4-yl)methanamine

반응식

Cl[CH2:2][C:3]1[C:4]([CH3:9])=[N:5][O:6][C:7]=1[CH3:8].[NH3:10]>>[NH2:10][CH2:2][C:3]1[C:4]([CH3:9])=[N:5][O:6][C:7]=1[CH3:8]

참가 물질

반응물 2

HCID 222Ammonia

HCID 88246Isoxazole, 4-(chloromethyl)-3,5-dimethyl-

생성물 1

HCID 11018874(Dimethyl-1,2-oxazol-4-yl)methanamine

실험 절차

4-Chloromethyl-3,5-dimethylisoxazole (700 mg, 4.8 mmol) is suspended in concentrated aqueous ammonia at 20–25 degrees C., and vigorously stirred overnight. The reaction mixture is extracted with isopropyl alcohol/chloroform (10/90, 2×). The combined organic phases are concentrated under nitrogen flow. The residue is purified by flash chromatography methanol/methylene chloride (5–20%, 1% triethylamine) to give the title compound, MR (CDCl3, 300 MHz) delta3.62, 2.37, 2.29, and 1.44.

후처리

customvigorously stirred overnight
extractionThe reaction mixture is extracted with isopropyl alcohol/chloroform (10/90, 2×)
concentrationThe combined organic phases are concentrated under nitrogen flow
customThe residue is purified by flash chromatography methanol/methylene chloride (5–20%, 1% triethylamine)

출처 및 근거

ORD 기록: ord-617fd34c1f7440829ca5fc43a8612df5
출처 데이터셋: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07214715B2

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