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

HRID 1864959노트

반응식

HRID 1864959 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-972829bca93a40c5a6fdea4310c1af56
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07625948B2

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