Ethyl diethoxyacetate → HCID 66643980、化合物

HRID 1474287ノート

反応式

HRID 1474287 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 66643980HCID 66643980、化合物

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6375Nitromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0df1294a36ed49319cb1f0f5fabba032
出典データセット
uspto-grants-2015_04
特許番号
US09018211B2

反応ノート

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