反応 #1929024

ord-8d40d8eebbe8404f9e523490e623f467

反応方程式

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CCN(CC)CC
triethylamine
O=C(Cl)c1ccccc1
Benzoyl chloride
O=C(Oc1ccc(CO)cc1)c1ccccc1
4-(hydroxymethyl)phenyl benzoate
収率 80.0%

反応条件

温度
0°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.STIRRINGthe resulting solution was shaken at 0° C. for 5 hours
  2. 2
    乾燥The organic phase was dried over magnesium sulfate
  3. 3
    ろ過filtered
  4. 4
    その他the solvent was removed under reduced pressure
  5. 5
    その他thus affording a yellowish solid
  6. 6
    その他that upon recrystallization from cyclohexane

実験手順

4-(Hydroxymethyll)phenol (1.087 g, 8.77 mmol) and triethylamine (1.3 mL, 8.77 mmol) were dissolved in 25 mL of dichloromethane. The solution was shaken at 0° C. for 30 minutes. Benzoyl chloride (1 mL, 8.77 mmol) was added drop by drop and the resulting solution was shaken at 0° C. for 5 hours. Saturated aqueous solution of sodium carbonate (20 mL) was added three times. The organic phase was dried over magnesium sulfate, filtered, and the solvent was removed under reduced pressure, thus affording a yellowish solid that upon recrystallization from cyclohexane provided 1.600 g (70.16 mmol, yield=80%) of 4-(hydroxymethyl)phenyl benzoate.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08945522B2uspto-grants-2015_02