Dimethylformamide → Benzyl 1,4-diazepane-1-carboxylate

HRID 1090573

반응식

HRID 1090573 반응식
CN(C)C=O.[NH:6]1[CH2:12][CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.C(=O)(O)[O-].[Na+].[CH2:18]([O:25][C:26](Cl)=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O>[CH2:18]([O:25][C:26]([N:6]1[CH2:12][CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 10387Benzyl chloroformateHCID 68163Hexahydro-1,4-diazepineHCID 516892Sodium Bicarbonate

생성물 1

HCID 4384955Benzyl 1,4-diazepane-1-carboxylate수율 65.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 230 ml of dimethylformamide were added 25 g of homopiperazine and 5.4 g of sodium bicarbonate and then 25 ml of water followed by dropwise addition of 10 g of benzyloxycarbonyl chloride with stirring under ice cooling, and the mixture was stirred at a room temperature overnight. After evaporating off dimethylformamide under a reduced pressure, the reaction mixture was extracted three times with 100 ml of chloroform, and the extract was dried over magnesium sulfate and evaporated to remove the solvent under a reduced pressure. The resulting residue was applied to a silica gel column and eluted with chloroform/methanol (9:1), to obtain 9 g of the title compound as a light yellow liquor liquid.

후처리

  1. stirringthe mixture was stirred at a room temperature overnight
  2. customAfter evaporating off dimethylformamide under a reduced pressure
  3. extractionthe reaction mixture was extracted three times with 100 ml of chloroform
  4. dry with materialthe extract was dried over magnesium sulfate
  5. customevaporated
  6. customto remove the solvent under a reduced pressure
  7. washeluted with chloroform/methanol (9:1)

출처 및 근거

ORD 기록
ord-987f173b83e74dee9822dfa8456064d4
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05081246

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