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Benzaldehyde → (Z)-tert-Butyl-7-(1-cyano-2-phenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

HRID 2167440
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HRID 2167440 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][C:12]([CH2:18][C:19]#[N:20])=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CC[O-].[Na+].[CH:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(O)C.O>[C:1]([O:5][C:6]([N:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][C:12](/[C:18](/[C:19]#[N:20])=[CH:25]/[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 240BenzaldehydeHCID 2723922Sodium ethoxideHCID 66978184tert-Butyl-7-(cyanomethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

생성물 1

HCID 66978138(Z)-tert-Butyl-7-(1-cyano-2-phenylvinyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate수율 77%

시약·촉매·용매 2

HCID 702Ethanol용매2회
HCID 962
Water
용매

실험 절차

To a solution of 0.231 mmol tert-butyl-7-(cyanomethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate in 2 ml ethanol were added 0.278 mmol of NaOEt solution (21%) and 0.254 mmol benzaldehyde. The mixture was stirred at room temperature over night. The mixture was diluted with ethanol and H2O, and a white precipitation observed. The solid was filtered off and washed with ethanol and H2O. The white solid was dissolved in methanol. Evaporation of the solvent gave 64 mg (77%) of solid material.

후처리

  1. customa white precipitation
  2. filtrationThe solid was filtered off
  3. washwashed with ethanol and H2O
  4. dissolutionThe white solid was dissolved in methanol
  5. customEvaporation of the solvent

출처 및 근거

ORD 기록
ord-ce179c09b6b148219475ad9df97e73e2
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09045459B2

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