Diethyl Malonate → HCID 22718000、化合物

HRID 1582593ノート

反応式

HRID 1582593 の反応式
[O-]CC.[Na+].[C:5]([O:13][CH2:14][CH3:15])(=[O:12])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8].[CH2:16]([O:23][C:24]([NH:26][CH2:27][CH2:28][CH2:29][CH2:30]Br)=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[CH2:16]([O:23][C:24]([NH:26][CH2:27][CH2:28][CH2:29][CH2:30][CH:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:5]([O:13][CH2:14][CH3:15])=[O:12])=[O:25])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 7761Diethyl MalonateHCID 2723922Sodium ethoxideHCID 22714477Benzyl (4-bromobutyl)carbamate

生成物 1

HCID 22718000HCID 22718000、化合物収率 83%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

An ethanol (130.2 ml) solution of sodium ethoxide (5.83 g) was added with diethyl malonate (13 ml) and stirred at room temperature for 5 minutes. This solution was added with an ethanol (55.8 ml) solution of the 1-benzyloxycarbonylamino-4-bromobutane (4.9 g) obtained in the above step (b), and stirred at 40° C. for 20 hours. The reaction system was concentrated under reduced pressure without any treatment, and the residue was added with saturated aqueous ammonium chloride, and then the organic substances were extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (1.2 kg, hexane:ethyl acetate=2:1) to obtain diethyl 2-(4-benzyloxycarbonylaminobutyl)malonate (5.2 g, 83%).

後処理

  1. customobtained in the above step (b)
  2. stirringstirred at 40° C. for 20 hours
  3. concentrationThe reaction system was concentrated under reduced pressure without any treatment
  4. additionthe residue was added with saturated aqueous ammonium chloride
  5. extractionthe organic substances were extracted with ethyl acetate
  6. concentrationThe organic layer was concentrated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (1.2 kg, hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-e087ff0853d645918bc8eb8fc5a0a963
出典データセット
uspto-grants-2004_05
特許番号
US06737416B2

反応ノート

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