ethyl N-(3-methoxy-2-nitrophenyl)carbamate → 3-methoxy-N1-methylbenzene-1,2-diamine

HRID 636463노트

반응식

HRID 636463 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[C:10]([N+:21]([O-])=O)=[C:11]([NH:15][C:16](=O)OCC)[CH:12]=[CH:13][CH:14]=1>O1CCCC1>[NH2:21][C:10]1[C:9]([O:8][CH3:7])=[CH:14][CH:13]=[CH:12][C:11]=1[NH:15][CH3:16]

참가 물질

4

반응물 2

HCID 10537989ethyl N-(3-methoxy-2-nitrophenyl)carbamateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 106069363-methoxy-N1-methylbenzene-1,2-diamine수율 15.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of lithium aluminum hydride (2.27 g) in tetrahydrofuran (50 ml) was added a suspension of ethyl N-(3-methoxy-2-nitrophenyl)carbamate (7.17 g) in tetrahydrofuran (15 ml) under ice-cooling, and the mixture was stirred for 1.5 hours at ambient temperature. Insoluble material was filtered off, and the filtrate was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1, v/v) to give 2-amino-3-methoxy-N-methylaniline (687 mg).

후처리

  1. additionwas added
  2. temperaturecooling
  3. filtrationInsoluble material was filtered off
  4. washthe filtrate was washed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue was purified by silica gel column chromatography (hexane

출처 및 근거

ORD 기록
ord-50eb49c46bcb4e199c7c3d10d594fb4f
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06194396B1

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