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Diisopropylethylamine → 1-Tert-butoxycarbonyl-3-benzhydrylpiperazine

HRID 1006318
ノート
印刷プレビュー

反応式

HRID 1006318 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

HCID 226748001-Tert-butoxycarbonyl-3-benzhydrylpiperazine収率 70.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-a028d704e8994664bedbc37322bf8650
出典データセット
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06787543B2

反応ノート

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