Water → Methyl 2-bromo-3-nitrobenzoate

HRID 51313

반응식

HRID 51313 반응식
[Br:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].IC.[C:16](=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Br:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:16])=[O:5]

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 684522-Bromo-3-nitrobenzoic acid

생성물 1

HCID 79263Methyl 2-bromo-3-nitrobenzoate수율 96%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 2-bromo-3-nitrobenzoic acid (28.4 g, 115.0 mM), iodomethane (18.0 g, 127 mM), and potassium carbonate (19.0 g, 137.4 mM) in 100 mL dimethylformamide was stirred at room temperature for 72 hours. The mixture was poured into 1.5 liters of water. The resultant precipitate was collected by filtration and dried in vacuo to afford 28.79 g (96%) of methyl 2-bromo-3-nitrobenzoate as a white solid. 1H NMR (DMSO-d6) δ8.3 (dd, 1H, J=1 and 8 Hz), 7.9 (dd, 1H, J=1 and 8 Hz), 7.7 (t, 1H, J=8 Hz), and 3.9 (s, 3H). IR (KBr, cm−1) 2950, 1738, 1541, 1435, 1364, 1298, and 1142. MS (FD) m/e 259, 261.

후처리

  1. filtrationThe resultant precipitate was collected by filtration
  2. customdried in vacuo

출처 및 근거

ORD 기록
ord-e87a45a954334f90abf8e26d8a47bc37
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06713645B1

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