Methanol → Methyl [2-methyl-4-(5,6,7,8-tetrahydronaphthalen-2-yl)-5-oxazolyl]carboxylate

HRID 350735ノート

反応式

HRID 350735 の反応式
[CH3:1][C:2]1[O:3][C:4]([C:17]([OH:19])=[O:18])=[C:5]([C:7]2[CH:16]=[CH:15][C:14]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=3[CH:8]=2)[N:6]=1.S(=O)(=O)(O)O.[CH3:25]O>>[CH3:1][C:2]1[O:3][C:4]([C:17]([O:19][CH3:25])=[O:18])=[C:5]([C:7]2[CH:16]=[CH:15][C:14]3[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=3[CH:8]=2)[N:6]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 21088470[2-Methyl-4-(5,6,7,8-tetrahydronaphthalen-2-yl)-5-oxazolyl)carboxylic acid

生成物 1

HCID 23061895Methyl [2-methyl-4-(5,6,7,8-tetrahydronaphthalen-2-yl)-5-oxazolyl]carboxylate収率 76%

実験手順

To a solution of [2-methyl-4-(5,6,7,8-tetrahydronaphthalen-2-yl)-5-oxazolyl]carboxylic acid (6.0 g) in methanol (120 mL) was added conc. sulfuric acid (6.0 mL) and the mixture was stirred with heating under reflux for 18 hrs. The reaction mixture was concentrated and the residue was diluted with water. The mixture was extracted with ethyl acetate. The organic layer was washed successively with saturated aqueous sodium hydrogen carbonate, water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give methyl [2-methyl-4-(5,6,7,8-tetrahydronaphthalen-2-yl)-5-oxazolyl]carboxylate (4.75 g, yield 76%) as crystals. Recrystallization from ethanol gave colorless crystals. melting point: 96–97° C.

後処理

  1. temperaturewith heating
  2. temperatureunder reflux for 18 hrs
  3. concentrationThe reaction mixture was concentrated
  4. additionthe residue was diluted with water
  5. extractionThe mixture was extracted with ethyl acetate
  6. washThe organic layer was washed successively with saturated aqueous sodium hydrogen carbonate, water and saturated brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-d06d760c1be54df8b2551c07c3c2ba02
出典データセット
uspto-grants-2007_02
特許番号
US07183276B2

反応ノート

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