Ethyl Acrylate → Ethyl (3-hydroxy-6-methylpyridin-2-yl)propenoate

HRID 264787

反応式

HRID 264787 の反応式
[OH:1][C:2]1[C:3](I)=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1.C([O-])(=O)C.[K+].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:34]([O:38][CH2:39][CH3:40])(=[O:37])[CH:35]=[CH2:36]>CN(C=O)C.O.[Pd](Cl)Cl>[OH:1][C:2]1[C:3]([C:35](=[CH2:36])[C:34]([O:38][CH2:39][CH3:40])=[O:37])=[N:4][C:5]([CH3:8])=[CH:6][CH:7]=1

参加物

8

反応条件

温度
120 °C

実験手順

To a solution of 3-hydroxy-2-iodo-6-methylpyridine (1.175 g, 5.0 mmol) in DMF (9.5 ml) and water (0.5 ml) were added potassium acetate (1.23 g, 12.5 mmol), triphenylphosphine (105 mg, 0.40 mmol), palladium chloride (36 mg, 0.20 mmol) and ethyl acrylate (1.63 ml, 1.50 g, 15.0 mmol). The mixture was placed under nitrogen and heated at 120° C. for 1.5 h. The mixture was cooled, filtered from deposited palladium black, and added to water (100 ml). The product was extracted into ethyl acetate (3×30 ml). The combined extracts were washed with water (2×25 ml) and with brine (25 ml), then dried over sodium sulphate and evaporated. This left a tan solid, the product (951 mg, 91%). mp 192°-195° C. (dec)

後処理

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. additionadded to water (100 ml)
  4. extractionThe product was extracted into ethyl acetate (3×30 ml)
  5. washThe combined extracts were washed with water (2×25 ml) and with brine (25 ml)
  6. dry with materialdried over sodium sulphate
  7. customevaporated
  8. waitThis left a tan solid

出典と根拠

ORDレコード
ord-50a5a9278ade4cedb4d1758badb8b7db
出典データセット
uspto-grants-1997_07
特許番号
US05646286

関連ノート

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