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

HRID 374295

반응식

HRID 374295 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 5635574-(Benzyloxy)-3,5-dimethylbenzaldehyde수율 88.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e8261633d9204225bdfc53c3c680d4ed
출처 데이터셋
uspto-grants-1992_11
특허 번호
US05166398

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