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

HRID 2287539ノート

反応式

HRID 2287539 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 106069363-methoxy-N1-methylbenzene-1,2-diamine収率 15.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-99bd16870732496ebd5c6d581508c4b9
出典データセット
uspto-grants-2000_07
特許番号
US06083961

反応ノート

読み込み中…