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Hydrochloric Acid → 1,4-Bis[4-[(1-benzyloxyureido)methyl]phenoxy]butane

HRID 263536
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HRID 263536 반응식
[H-].[Na+].[CH2:3]([O:10][NH:11][C:12]([NH2:14])=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl[CH2:16][C:17]1[CH:36]=[CH:35][C:20]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][O:26][C:27]2[CH:32]=[CH:31][C:30]([CH2:33]Cl)=[CH:29][CH:28]=2)=[CH:19][CH:18]=1.Cl>CN(C)C=O>[CH2:3]([O:10][N:11]([CH2:16][C:17]1[CH:36]=[CH:35][C:20]([O:21][CH2:22][CH2:23][CH2:24][CH2:25][O:26][C:27]2[CH:32]=[CH:31][C:30]([CH2:33][N:11]([O:10][CH2:3][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:12]([NH2:14])=[O:13])=[CH:29][CH:28]=2)=[CH:19][CH:18]=1)[C:12]([NH2:14])=[O:13])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 231398BenzyloxyureaHCID 190384131,4-Bis(4-chloromethylphenoxy)butane

생성물 1

HCID 542130111,4-Bis[4-[(1-benzyloxyureido)methyl]phenoxy]butane수율 63.2%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
80 °C

실험 절차

60% Sodium hydride (0.41 g) and 1.71 g of benzyloxyurea were added to 20 ml of dimethylformamide and the mixture was stirred at 80° C. for 7.5 hours. 1,4-Bis(4-chloromethylphenoxy)butane (1.74 g) was added to the reaction mixture at room temperature and the mixture was stirred at 95° C. for 0.5 hour. The reaction product was cooled to room temperature, poured into ice water, mixed with 1N hydrochloric acid and then extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride aqueous solution in that order and dried over anhydrous magnesium sulfate and then the solvent was evaporated under a reduced pressure. The resulting crude product was washed with ethyl acetate to obtain 1.94 g of 1,4-bis[4-[(1-benzyloxyureido)methyl]phenoxy]butane.

후처리

  1. stirringthe mixture was stirred at 95° C. for 0.5 hour
  2. temperatureThe reaction product was cooled to room temperature
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water and saturated sodium chloride aqueous solution in that order
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under a reduced pressure
  7. washThe resulting crude product was washed with ethyl acetate

출처 및 근거

ORD 기록
ord-b6ddbc7cf4a0424f8ca1050d7058a9e0
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05643931

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