Tetrahydrofuran → HCID 67404328, 화합물

HRID 906098노트

반응식

HRID 906098 반응식
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([CH3:11])[C:3]=1[N+:12]([O-:14])=[O:13].O1CCC[CH2:16]1.C[Si](C=[N+]=[N-])(C)C>CO>[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:16])=[O:7])=[C:4]([CH3:11])[C:3]=1[N+:12]([O-:14])=[O:13]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 167693TrimethylsilyldiazomethaneHCID 53406085HCID 53406085, 화합물

생성물 1

HCID 67404328HCID 67404328, 화합물수율 55%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

4-Amino-2-methyl-3-nitrobenzoic acid (1.87 g, 9.54 mmol) was solubilized in methanol (100 mL) and tetrahydrofuran (100 mL) and was treated with (trimethylsilyl)diazomethane solution (5.3 mL, 10.5 mmol, 2.0M in diethyl ether). After the reaction was shown to be complete, the mixture was concentrated and the residue was purified via column chromatography (silica gel, 5:1 hexanes/ethyl acetate) to give 1.10 g (55% yield) of methyl 4-amino-2-methyl-3-nitrobenzoate. 1H NMR (400 MHz, d6-DMSO): 7.73 (d, 1H), 6.75 (d, 1H), 6.51 (broad s, 2H), 3.75 (s, 3H), 2.37 (s, 3H). MS (EI) for C9H10N2O4: 210 (MH+).

후처리

  1. concentrationthe mixture was concentrated
  2. customthe residue was purified via column chromatography (silica gel, 5:1 hexanes/ethyl acetate)

출처 및 근거

ORD 기록
ord-d352edf749c441fab6153364f6edaa18
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08012956B2

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