Tetrahydrofuran → HCID 67404328、化合物

HRID 906098ノート

反応式

HRID 906098 の反応式
[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]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 167693TrimethylsilyldiazomethaneHCID 53406085HCID 53406085、化合物

生成物 1

HCID 67404328HCID 67404328、化合物収率 55%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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+).

後処理

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

出典と根拠

ORDレコード
ord-d352edf749c441fab6153364f6edaa18
出典データセット
uspto-grants-2011_09
特許番号
US08012956B2

反応ノート

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