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Sodium borohydride → HCID 22935720, 화합물

HRID 1352510
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HRID 1352510 반응식
[C:1]1([N:7]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=[CH:13][CH:12]=2)[C:8](=[O:10])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO.[Ni](Cl)Cl>[C:1]1([N:7]([CH:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[NH:14][CH2:13][CH2:12]2)[C:8](=[O:10])[CH3:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 22935737HCID 22935737, 화합물

생성물 1

HCID 22935720HCID 22935720, 화합물수율 18.7%

시약·촉매·용매 2

HCID 24385Nickel Dichloride촉매HCID 887Methanol용매

실험 절차

To a solution of N-phenyl-N-quinolin-4-ylacetamide (2 g) and Nickel dichloride (7.6 mmol) in methanol, cooled at 0° C., was added sodium borohydride (20 eq). The solution was then stirred overnight, at room temperature. The solvent was removed to give an amorphous materiel, which is crystallized in diethyl ether. After fitration, dichloromethane was added and the solution was washed with water. The organic layer was separated and dried over sodium sulfate. The solvent was removed to obtain an amorphous material. The product was purified by chromatography on silica gel using a mixture of cyclohexane and ethyl acetate (95:5) as eluent to give a N-phenyl-N-1,2,3,4-tetrahydroquinolin-4-ylacetamide (380 mg).

후처리

  1. customThe solvent was removed
  2. customto give an amorphous materiel, which
  3. customis crystallized in diethyl ether
  4. additionAfter fitration, dichloromethane was added
  5. washthe solution was washed with water
  6. customThe organic layer was separated
  7. dry with materialdried over sodium sulfate
  8. customThe solvent was removed
  9. customto obtain an amorphous material
  10. customThe product was purified by chromatography on silica gel using
  11. additiona mixture of cyclohexane and ethyl acetate (95:5) as eluent

출처 및 근거

ORD 기록
ord-cddad48ea2f848bf8d4936adf9c05c15
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07220760B2

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