Triethylamine → N-tert-butyl-N-ethoxalyl-2-nitroaniline

HRID 358952ノート

反応式

HRID 358952 の反応式
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[CH:11][C:5]=1[NH:6][C:7]([CH3:10])([CH3:9])[CH3:8])([O-:3])=[O:2].C(N(CC)CC)C.[C:22](Cl)([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[O:23]>O1CCCC1>[C:7]([N:6]([C:22]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[O:23])[C:5]1[CH:11]=[CH:12][CH:13]=[CH:14][C:4]=1[N+:1]([O-:3])=[O:2])([CH3:10])([CH3:8])[CH3:9]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 20884Ethoxalyl chlorideHCID 10797892N-tert-Butyl-2-nitroaniline

生成物 1

HCID 20065638N-tert-butyl-N-ethoxalyl-2-nitroaniline

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of 2-nitro-N-tert-butylaniline (37 g) and triethylamine (35 ml) in tetrahydrofuran (400 ml) was added dropwise a solution of ethoxalyl chloride (25 ml) in tetrahydrofuran (50 ml). The mixture was then brought to reflux temperature for 8 h. The solvent was removed by evaporation, and the residue was partitioned between ether (300 ml) and water (500 ml). The organic phase was washed twice with water, dried over Na2SO4 and evaporated. This left the title compound as light yellow crystals, m.p. 73°-74° C.

後処理

  1. temperatureto reflux temperature for 8 h
  2. customThe solvent was removed by evaporation
  3. customthe residue was partitioned between ether (300 ml) and water (500 ml)
  4. washThe organic phase was washed twice with water
  5. dry with materialdried over Na2SO4
  6. customevaporated
  7. waitThis left the title compound as light yellow crystals, m.p. 73°-74° C.

出典と根拠

ORDレコード
ord-231e8e5054254f97a84ddcc59e54f853
出典データセット
uspto-grants-1991_03
特許番号
US04999353

反応ノート

読み込み中…