反应 #1929024

ord-8d40d8eebbe8404f9e523490e623f467

反应方程式

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
收率 80.0%

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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.

来源

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