Dimethylamine → (3-Dimethylamino-4-nitrophenyl)acetic acid methyl ester

HRID 494394ノート

反応式

HRID 494394 の反応式
[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7](Br)[CH:6]=1.[CH2:16]([N:18](CC)[CH2:19]C)C.CNC>O1CCCC1>[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[C:7]([N:18]([CH3:19])[CH3:16])[CH:6]=1

参加物

5

反応物 3

HCID 674DimethylamineHCID 8471TriethylamineHCID 23512304Methyl (3-bromo-4-nitrophenyl)acetate

生成物 1

HCID 57683228(3-Dimethylamino-4-nitrophenyl)acetic acid methyl ester収率 52.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The (3-bromo-4-nitrophenyl)acetic acid methyl ester (0.320 g) obtained in Example 4 b) was dissolved in tetrahydrofuran (10 mL). To this solution were added triethylamine (0.237 g) and dimethylamine (2M tetrahydrofuran; 0.58 mL), and stirred overnight while heating. The reaction mixture was concentrated and purified by column chromatography on silica gel with ethyl acetate:hexane=1:4 to give the title compound (0.145 g) as an orange oil.

後処理

  1. temperaturewhile heating
  2. concentrationThe reaction mixture was concentrated
  3. custompurified by column chromatography on silica gel with ethyl acetate

出典と根拠

ORDレコード
ord-efbeafdebaa5485da110576852eea2c9
出典データセット
uspto-grants-2009_05
特許番号
US07538140B2

反応ノート

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