Benzyl Chloride → 4-(Benzyloxy)-3,5-dimethylbenzaldehyde

HRID 374295ノート

反応式

HRID 374295 の反応式
[OH:1][C:2]1[C:9]([CH3:10])=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[CH3:11].[CH2:12](Cl)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:10][C:9]1[CH:8]=[C:5]([CH:4]=[C:3]([CH3:11])[C:2]=1[O:1][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH:6]=[O:7]

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 752223,5-Dimethyl-4-hydroxybenzaldehyde

生成物 1

HCID 5635574-(Benzyloxy)-3,5-dimethylbenzaldehyde収率 88.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A mixture of 4.6 g (30.6 mmol) of 4-hydroxy 3,5-dimethyl benzaldehyde (Example E), 4.4 g (35 mmol) of benzyl chloride and 4.8 g (35 mmol) of anhydrous potassium carbonate in 100 mL of acetonitrile, is stirred at reflux for 18 hours overnight. The reaction flask and the inorganic salts are washed with fresh acetonitrile and the solvent is removed on a rotary evaporator. A diethyl ether solution of the residue is washed with 2×25 mL of 1N potassium hydroxide solution, brine, dried (magnesium sulfate) and evaporated. Distillation through a short path apparatus affords 6.5 g of the title compound; bp 149°-152° C./0.50 mm (190°-195° C).

後処理

  1. temperatureat reflux for 18 hours overnight
  2. washThe reaction flask and the inorganic salts are washed with fresh acetonitrile
  3. customthe solvent is removed on a rotary evaporator
  4. washA diethyl ether solution of the residue is washed with 2×25 mL of 1N potassium hydroxide solution, brine
  5. dry with materialdried (magnesium sulfate)
  6. customevaporated
  7. distillationDistillation through a short path apparatus

出典と根拠

ORDレコード
ord-e8261633d9204225bdfc53c3c680d4ed
出典データセット
uspto-grants-1992_11
特許番号
US05166398

反応ノート

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