تفاعل #1929024

ord-8d40d8eebbe8404f9e523490e623f467

معادلة التفاعل

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
المردود 80.0%

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGthe resulting solution was shaken at 0° C. for 5 hours
  2. 2
    تجفيفThe organic phase was dried over magnesium sulfate
  3. 3
    ترشيحfiltered
  4. 4
    أخرىthe solvent was removed under reduced pressure
  5. 5
    أخرىthus affording a yellowish solid
  6. 6
    أخرىthat upon recrystallization from cyclohexane

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08945522B2uspto-grants-2015_02