Triethylamine → 1-Benzyl-piperidin-4-yl 4-bromo-2-nitro-benzoate

HRID 1291111

반응식

HRID 1291111 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[Br:22][C:23]1[CH:31]=[CH:30][C:26]([C:27](Cl)=[O:28])=[C:25]([N+:32]([O-:34])=[O:33])[CH:24]=1>C1(C)C=CC=CC=1>[Br:22][C:23]1[CH:31]=[CH:30][C:26]([C:27]([O:14][CH:11]2[CH2:12][CH2:13][N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:9][CH2:10]2)=[O:28])=[C:25]([N+:32]([O-:34])=[O:33])[CH:24]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 784611-Benzylpiperidin-4-olHCID 189198804-Bromo-2-nitrobenzoyl chloride

생성물 1

HCID 189198501-Benzyl-piperidin-4-yl 4-bromo-2-nitro-benzoate수율 28%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

0.482 g (0.0025 mol) of 1-benzyl-4-hydroxypiperidine and 0.62 ml (0.0045 mol) of triethylamine were dissolved in 20 ml of toluene and treated with the 4-bromo-2-nitro-benzoyl chloride obtained under a) dissolved in 5 ml of toluene. The mixture was boiled at reflux for 6 hrs., the precipitate was filtered off and the filtrate was concentrated. The residue was chromatographed over silica gel with ethyl acetate/hexane (1:7 and 1:4). 0.3 g (28%) of 1-benzyl-piperidin-4-yl 4-bromo-2-nitro-benzoate was obtained as a brown oil.

후처리

  1. customobtained under a)
  2. temperatureat reflux for 6 hrs
  3. filtration, the precipitate was filtered off
  4. concentrationthe filtrate was concentrated
  5. customThe residue was chromatographed over silica gel with ethyl acetate/hexane (1:7 and 1:4)

출처 및 근거

ORD 기록
ord-bb5883caa53a485ebe71cebcd34d1148
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753679

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