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

HRID 1291118노트

반응식

HRID 1291118 반응식
[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

참가 물질

5

반응물 1

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

생성물 1

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

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 702Ethanol용매

실험 절차

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 +).

후처리

  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

출처 및 근거

ORD 기록
ord-dcf673ddcf6b415f9c683b6886eb0eee
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753679

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