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Diisopropylethylamine → 1-Tert-butoxycarbonyl-3-benzhydrylpiperazine

HRID 1006318
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HRID 1006318 반응식
[C:1](=[O:12])([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])OC(C)(C)C.Cl.Cl.[CH:15]([CH:28]1[CH2:33][NH:32][CH2:31][CH2:30][NH:29]1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[C:8]([O:7][C:1]([N:32]1[CH2:31][CH2:30][NH:29][CH:28]([CH:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:33]1)=[O:12])([CH3:9])([CH3:10])[CH3:11]
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참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 10219638Carbonic acid, bis(1,1-dimethylethyl) esterHCID 226747432-Benzhydrylpiperazine dihydrochloride

생성물 1

HCID 226748001-Tert-butoxycarbonyl-3-benzhydrylpiperazine수율 70.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Di-tert-butyl carbonate (996 mg) was added to a mixture of 2-benzhydrylpiperazine dihydrochloride (1.65 g) and N,N-diisopropylethylamine (3.5 ml) in N,N-dimethylformamide (17 ml) under ice-cooling. After being stirred at same temperature for 2 hours, the mixture was poured into ice-water and extracted with ethyl acetate. The extract was washed with brine, dried over sodium sulfate and evaporated under reduced pressure to give a crude oil. The oil was purified by column chromatography on silica gel using a mixed solvent of dichloromethane and methanol (50:1) to give 1-tert-butoxycarbonyl-3-benzhydrylpiperazine (1.26 g) as a colorless powder.

후처리

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customto give a crude oil
  7. customThe oil was purified by column chromatography on silica gel using a mixed solvent of dichloromethane and methanol (50:1)

출처 및 근거

ORD 기록
ord-a028d704e8994664bedbc37322bf8650
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06787543B2

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