Ethyl diethoxyacetate → HCID 66643980、化合物

HRID 1187029ノート

反応式

HRID 1187029 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-e52ffbac14cd4897847c76ecfa57a839
出典データセット
uspto-grants-2014_03
特許番号
US08673920B2

反応ノート

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