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

HRID 636463ノート

反応式

HRID 636463 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-50eb49c46bcb4e199c7c3d10d594fb4f
出典データセット
uspto-grants-2001_02
特許番号
US06194396B1

反応ノート

読み込み中…