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Potassium Carbonate → N-benzyloxycarbonyl-3-(2,3-epoxypropyloxy)-4-methoxybenzylamine

HRID 583104
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HRID 583104 반응식
[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([OH:21])[CH:14]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:28]([CH:30]1[O:32][CH2:31]1)Br>CN(C)C=O>[CH2:1]([O:8][C:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH2:28][CH:30]2[O:32][CH2:31]2)[CH:14]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 18430EpibromohydrinHCID 11219914benzyl N-[(3-hydroxy-4-methoxyphenyl)methyl]carbamate

생성물 1

HCID 19689423N-benzyloxycarbonyl-3-(2,3-epoxypropyloxy)-4-methoxybenzylamine수율 108.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

A mixture comprising 2 g of N-benzyloxycarbonyl-3-hydroxy-4-methoxybenzylamine, 20 ml of dimethylformamide, 1.4 g of potassium carbonate and 1.4 g of epibromohydrin, was stirred at 60° C. overnight. After distilling off the solvent under reduced pressure, the reaction mixture was extracted with ethyl acetate. The obtained organic layer was washed sequentially with an aqueous potassium carbonate solution and with a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. Then, the solvent was distilled off to obtain 2.6 g of the above-identified compound as oily substance.

후처리

  1. distillationAfter distilling off the solvent under reduced pressure
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. washThe obtained organic layer was washed sequentially with an aqueous potassium carbonate solution and with a saturated sodium chloride aqueous solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThen, the solvent was distilled off

출처 및 근거

ORD 기록
ord-50ad98b72cac45f8b4ef3d54ccddbef9
출처 데이터셋
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05929074

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