Potassium Carbonate → 3-Butyl-7-(2,5-dimethylbenzyl)-9, 9-dimethyl-2,4,6,8-tetraoxo-3,7diazabicyclo[3,3, 1]nonane

HRID 373580

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HRID 373580 반응식
[CH2:1]([N:5]1[C:12](=[O:13])[CH:11]2[C:14]([CH3:16])([CH3:15])[CH:7]([C:8](=[O:18])[NH:9][C:10]2=[O:17])[C:6]1=[O:19])[CH2:2][CH2:3][CH3:4].C(=O)([O-])[O-].[K+].[K+].[CH3:26][C:27]1[CH:34]=[CH:33][C:32]([CH3:35])=[CH:31][C:28]=1[CH2:29]Cl>CN(C)C=O>[CH2:1]([N:5]1[C:6](=[O:19])[CH:7]2[C:14]([CH3:15])([CH3:16])[CH:11]([C:10](=[O:17])[N:9]([CH2:29][C:28]3[CH:31]=[C:32]([CH3:35])[CH:33]=[CH:34][C:27]=3[CH3:26])[C:8]2=[O:18])[C:12]1=[O:13])[CH2:2][CH2:3][CH3:4]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 69987Benzene, 2-(chloromethyl)-1,4-dimethyl-HCID 132901153-Butyl-9,9-dimethyl-2,4,6, 8-tetraoxo-3,7-diazabicyclo[3,3,1]nonane

생성물 1

HCID 157453103-Butyl-7-(2,5-dimethylbenzyl)-9, 9-dimethyl-2,4,6,8-tetraoxo-3,7diazabicyclo[3,3, 1]nonane수율 32%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
120 °C

실험 절차

2.6 g of 3-butyl-9,9-dimethyl-2,4,6, 8-tetraoxo-3,7-diazabicyclo[3,3,1]nonane were heated to 120° C. in 50 ml of dimethyl formamide with 1.7 g potassium carbonate for one hour. After cooling, a solution of 1.8 g of 2,5-dimethylbenzyl chloride in 20 ml of dimethyl formamide was added dropwise to the reaction mixture, and the reaction mixture was heated to 120° C. for another 3 hours. The reaction mixture was worked up by distilling off the dimethyl formamide, taking up the residue in dichloromethane, and washing with water adjusted to an alkaline pH value. The dichloromethane phase was separated, dried over magnesium sulfate, and concentrated. After recrystallizing the remaining crude product residue from ether/acetone, 1.2 g of 3-butyl-7-(2,5-dimethylbenzyl)-9, 9-dimethyl-2,4,6,8-tetraoxo-3,7diazabicyclo[3,3, 1]nonane was obtained having a melting point of 159-161° C.

후처리

  1. temperatureAfter cooling
  2. distillationby distilling off the dimethyl formamide
  3. washwashing with water
  4. customThe dichloromethane phase was separated
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customAfter recrystallizing the remaining crude product residue from ether/acetone

출처 및 근거

ORD 기록
ord-bccb56bf66324b898297c0bd947294be
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05164401

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