trans-beta-METHYLSTYRENE → HCID 178455876, 화합물

HRID 962300

반응식

HRID 962300 반응식
C/C=C/c1ccccc1.CC(C)(C)C(=O)ON(Cc1ccccc1)Cc1ccccc1>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CO[Si](C)OC.COc1c(C(C)(C)C)cc(P(c2cc(C(C)(C)C)c(OC)c(C(C)(C)C)c2)c2ccc3c(c2-c2c(P(c4cc(C(C)(C)C)c(OC)c(C(C)(C)C)c4)c4cc(C(C)(C)C)c(OC)c(C(C)(C)C)c4)ccc4c2OCO4)OCO3)cc1C(C)(C)C.[Cu+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>CC[C@H](c1ccccc1)N(Cc1ccccc1)Cc1ccccc1

참가 물질

8

반응물 2

HCID 252325trans-beta-METHYLSTYRENEHCID 142744676(Dibenzylamino) 2,2-dimethylpropanoate

생성물 1

HCID 178455876HCID 178455876, 화합물수율 86%

시약·촉매·용매 5

HCID 6329250Dimethoxy(methyl)silicon시약HCID 8895Cupric acetate촉매HCID 11776Triphenylphosphine촉매HCID 111941924,4'-Bi-1,3-benzodioxole-5,5'-diylbis{bis[4-methoxy-3,5-bis(2-methyl-2-propanyl)phenyl]phosphine}촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
23 °C
기타
After dropwise addition of dimethoxy(methyl)- silane into reaction mixture in water bath, the vessel was removed and allowed to stir for an additional 12 hours

후처리

  1. addition기록된 절차가 없습니다
  2. addition기록된 절차가 없습니다
  3. addition기록된 절차가 없습니다
  4. addition기록된 절차가 없습니다
  5. extraction3 x 50 mL ethyl acetate extraction · organic 상 유지
  6. concentrationrotary evaporator (35 degC, 50 mmHg)
  7. flash chromatographyThe crude reaction mixture is dissolved in a minimal quantity of benzene or toluene and is loaded onto a column, with interior diameter of roughly 2 inches, packed with silica (200 g, SiliCycle, F60/230-400 mesh) and equilibrated with hexanes. The column is eluted under air pressure with hexanes (500 mL), then 1% ethyl acetate in hexanes (1 L), then 2% ethyl acetate in hexanes (1 L). During elution, fractions are collected in test tubes (roughly 28 mL each), and the desired product typically elutes around fractions 18 through 66. The fractions that contain the productare combined
  8. concentrationrotary evaporator (30 degC, 80 mmHg)

출처 및 근거

ORD 기록
ord-7b927700e3414788865b46a4d4b18c44
출처 데이터셋
Copper-Catalyzed Enantioselective Hydroamination of Alkenes
원본 링크
출처 보기

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