Methyl Salicylate → Methyl 2-(3-iodopropoxy)-benzoate

HRID 2269895

反応式

HRID 2269895 の反応式
[C:1]([O:10][CH3:11])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].C(=O)([O-])[O-].[Na+].[Na+].[I:18][CH2:19][CH2:20][CH2:21]I.C(OCC)(=O)C.CCCCCC>CC(C)=O>[I:18][CH2:19][CH2:20][CH2:21][O:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([O:10][CH3:11])=[O:9]

参加物

6

反応物 4

HCID 4133Methyl SalicylateHCID 10340Sodium Carbonate2 回HCID 123141,3-Diiodopropane2 回HCID 21226206Ethyl acetate hexane

生成物 1

HCID 18333395Methyl 2-(3-iodopropoxy)-benzoate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Combine methyl salicylate (5.09 g, 33.2 mmol), sodium carbonate (10.56 g, 99.67 mmol), and 1,3-diiodopropane (29.49 g, 99.67 mmol) in acetone (200 mL). Heat to reflux. After 18 hours, add sodium carbonate (10.56 g, 99.67 mmol) and continue to heat at reflux. After 18 hours, add 1,3-diiodopropane (29.49 g, 99.67 mmol) and continue to heat at reflux. After 18 hours. filter the reaction mixture and concentrate the filtrate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 1/10 ethyl acetate/hexane to give the title compound: Rf=0.29 (silica gel, 1/10 ethyl acetate/hexane).

後処理

  1. temperatureHeat to reflux
  2. temperatureto heat
  3. temperatureat reflux
  4. waitAfter 18 hours
  5. temperatureto heat
  6. temperatureat reflux
  7. waitAfter 18 hours
  8. filtrationfilter the reaction mixture
  9. concentrationconcentrate the filtrate in vacuo
  10. customto give a residue

出典と根拠

ORDレコード
ord-f75a37c539eb41af931f147e96adde1a
出典データセット
uspto-grants-2001_12
特許番号
US06329392B1

関連ノート

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