반응 #1929024

ord-8d40d8eebbe8404f9e523490e623f467

반응 방정식

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
수율 80.0%

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.STIRRINGthe resulting solution was shaken at 0° C. for 5 hours
  2. 2
    건조The organic phase was dried over magnesium sulfate
  3. 3
    여과filtered
  4. 4
    기타the solvent was removed under reduced pressure
  5. 5
    기타thus affording a yellowish solid
  6. 6
    기타that upon recrystallization from cyclohexane

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08945522B2uspto-grants-2015_02