1-Benzyl-piperidin-4-yl 4-iodo-2-nitrobenzoate → 1-Benzyi-piperidin-4-yl 4-iodo-2-amino-benzoate

HRID 1291118ノート

反応式

HRID 1291118 の反応式
[I:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:11][CH2:10]2)=[O:7])=[C:4]([N+:24]([O-])=O)[CH:3]=1>C(O)C.C(O)(=O)C.[Fe]>[I:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([O:8][CH:9]2[CH2:10][CH2:11][N:12]([CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:13][CH2:14]2)=[O:7])=[C:4]([NH2:24])[CH:3]=1

参加物

5

反応物 1

HCID 189197541-Benzyl-piperidin-4-yl 4-iodo-2-nitrobenzoate

生成物 1

HCID 189197641-Benzyi-piperidin-4-yl 4-iodo-2-amino-benzoate収率 95%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒

実験手順

0.26 g (0.000588 mol) of 1-benzyl-piperidin-4-yl 4-iodo-2-nitro-benzoate was dissolved in 3.3 ml of ethanol, diluted with 3.3 ml of acetic acid and treated with 0.123 g (0.0022 mol) of iron powder. The mixture was boiled at reflux for 4 hrs., the solvent was distilled off, the residue was taken up in ethyl acetate, washed with saturated sodium carbonate solution and sodium chloride solution and the organic phase was dried over sodium sulfate. The residue was chromatographed on silica gel with ethyl acetate/hexane (1:4) as the eluent. 0.232 g (95%) of 1-benzyi-piperidin-4-yl 4-iodo-2-amino-benzoate was obtained as a yellow oil. MS: me/e=437 (C19H22IN2O2 +).

後処理

  1. temperatureat reflux for 4 hrs
  2. distillation, the solvent was distilled off
  3. washwashed with saturated sodium carbonate solution and sodium chloride solution
  4. dry with materialthe organic phase was dried over sodium sulfate
  5. customThe residue was chromatographed on silica gel with ethyl acetate/hexane (1:4) as the eluent

出典と根拠

ORDレコード
ord-dcf673ddcf6b415f9c683b6886eb0eee
出典データセット
uspto-grants-1998_05
特許番号
US05753679

反応ノート

読み込み中…