Ethyl diethoxyacetate → HCID 66643980, 화합물

HRID 1474287노트

반응식

HRID 1474287 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][OH:12])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH2:13]([O:15][CH:16]([O:22]CC)[C:17](OCC)=O)C>C[N+]([O-])=O.Cl[Ti](Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][C:7]=1[O:8][CH3:9])[CH:17]([C:16]([O:15][CH3:13])=[O:22])[O:12][CH2:11][CH2:10]2

참가 물질

5

반응물 2

HCID 80169Ethyl diethoxyacetateHCID 230022542-(3-Bromo-4-methoxyphenyl)ethanol

생성물 1

HCID 66643980HCID 66643980, 화합물

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매HCID 6375Nitromethane용매

실험 절차

To an ice-cooled mixture of 2-[3-bromo-4-(methyloxy)phenyl]ethanol (9.5 g, 41 mmol) and ethyl bis(ethyloxy)acetate (8.7 g, 48 mmol) in 60 mL of CH3NO2 was added TiCl4 (31.2 g, 169 mmol) over a period of 20 min. After stirring for 10 min, the ice bath was removed and the mixture was allowed to stir at room temperature over night. The mixture was poured onto ice/aqueous 1N HCl. Extracted by DCM and backwashed with 1N HCl and brine, dried over anhydrous sodium sulfate and concentrated. The residue was purified via column chromatography to give methyl 6-bromo-7-(methyloxy)-3,4-dihydro-1H-isochromene-1-carboxylate.

후처리

  1. customthe ice bath was removed
  2. stirringto stir at room temperature over night
  3. additionThe mixture was poured onto ice/aqueous 1N HCl
  4. extractionExtracted by DCM
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified via column chromatography

출처 및 근거

ORD 기록
ord-0df1294a36ed49319cb1f0f5fabba032
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018211B2

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