1-Bromopropane → 3-Iodo-5-methoxy-4-propoxybenzaldehyde

HRID 1085631

反応式

HRID 1085631 の反応式
[CH3:1][CH2:2][CH2:3]Br.[I:5][C:6]1[C:7]([OH:16])=[C:8]([O:14][CH3:15])[CH:9]=[C:10]([CH:13]=1)[CH:11]=[O:12].C(=O)([O-])[O-].[K+].[K+].CCCCCC.C(OCC)(=O)C>CN(C=O)C>[I:5][C:6]1[C:7]([O:16][CH2:1][CH2:2][CH3:3])=[C:8]([O:14][CH3:15])[CH:9]=[C:10]([CH:13]=1)[CH:11]=[O:12]

参加物

6

反応物 4

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 79499Benzaldehyde, 4-hydroxy-3-iodo-5-methoxy-HCID 21226206Ethyl acetate hexane

生成物 1

HCID 47701013-Iodo-5-methoxy-4-propoxybenzaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

n-Propyl bromide (29.2 mL, 0.32 mol) was added to a solution of 5-iodovanillin (50.0 g, 0.18 mol) in DMF (200 mL) containing potassium carbonate (48 g, 0.35 mol) at 80° C. The mixture was stirred at 80° C. for 1-1.5 hours or until TLC (SiO2, 4:1 [v/v] hexane-ethyl acetate) showed the reaction to be complete. The mixture was cooled and the solvent was decanted into ice-water (1 L). The product was extracted with ether and the ethereal layer was washed with water, dried over sodium sulfate, and evaporated in vacuo to an oil, which was used without further purification. Anal. calc. for C11H15IO3 : C, 41.27; H, 4.09. Found: C, 41.59; H, 4.15.

後処理

  1. customthe reaction
  2. temperatureThe mixture was cooled
  3. customthe solvent was decanted into ice-water (1 L)
  4. extractionThe product was extracted with ether
  5. washthe ethereal layer was washed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated in vacuo to an oil, which
  8. customwas used without further purification

出典と根拠

ORDレコード
ord-369ab439926048c882d6d44685a7e408
出典データセット
uspto-grants-1991_04
特許番号
US05010100

関連ノート

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