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Sodium borohydride → Ethyl 3-[(2-furylmethyl)amino]propanoate

HRID 1511600
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HRID 1511600 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[N:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].[BH4-].[Na+]>C(O)C>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11]
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 68410140Ethyl 3-[(furan-2-ylmethylene)amino]propanoate

생성물 1

HCID 2736426Ethyl 3-[(2-furylmethyl)amino]propanoate수율 55.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl 3-[(furan-2-ylmethylene)amino]propionate (19.2 g) prepared in the step 1 was dissolved in 200 mL of dry ethanol, 4.46 g of sodium borohydride was slowly added thereto little by little at room temperature and the mixture was stirred overnight at room temperature. The solvent was evaporated in vacuo from the reaction and the residue was poured over 300 mL of 10% aqueous solution of acetic acid. The resulting aqueous solution was washed with diethyl ether, neutralized with 10% aqueous ammonia and subjected to extraction with diethyl ether. The organic layer was washed with water and a saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate and the solvent was evaporated in vacuo therefrom to give 10.8 g of the objective compound as yellow liquid.

후처리

  1. customThe solvent was evaporated in vacuo from the reaction
  2. additionthe residue was poured over 300 mL of 10% aqueous solution of acetic acid
  3. washThe resulting aqueous solution was washed with diethyl ether
  4. extractionsubjected to extraction with diethyl ether
  5. washThe organic layer was washed with water
  6. dry with materiala saturated solution of sodium chloride successively and dried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-bc65e3dbd9d54b10a87ce2a75e563efa
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08217031B2

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