Sodium Carbonate → [{[(7S)-3, 4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]acetonitrile

HRID 657549노트

반응식

HRID 657549 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[C@@H:7]([CH2:13][NH:14][CH3:15])[CH2:6]2.Br[CH2:17][C:18]#[N:19].C(=O)([O-])[O-].[Na+].[Na+]>C(C(C)=O)C(C)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[C@@H:7]([CH2:13][N:14]([CH2:17][C:18]#[N:19])[CH3:15])[CH2:6]2

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 11534BromoacetonitrileHCID 11499437(S)-1-(3,4-Dimethoxybicyclo(4.2.0)octa-1,3,5-trien-7-yl)-N-methylmethanamine

생성물 1

HCID 86628627[{[(7S)-3, 4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]acetonitrile

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

At ambient temperature, 1.04 g (5 mmol) of {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}methylamine, 0.35 mL (5 mmol/1 eq.) of bromoacetonitrile and 2.16 g (20 mmol/4 eq.) of sodium carbonate are mixed into 16 mL of methyl isobutyl ketone. Refluxing is carried out overnight, followed by drying. The residue is taken up in water and the aqueous phase is extracted with dichloromethane. The combined organic phases are dried over magnesium sulphate to yield, after concentration, the expected product.

후처리

  1. temperatureRefluxing
  2. customby drying
  3. extractionthe aqueous phase is extracted with dichloromethane
  4. dry with materialThe combined organic phases are dried over magnesium sulphate
  5. customto yield
  6. concentrationafter concentration

출처 및 근거

ORD 기록
ord-75c30725b881471e9438dcbf42671cea
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076325B2

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