تفاعل #73709

ord-b001741833ad45c9a82a40364f4548d4

معادلة التفاعل

Cc1ccc(O)cc1
p-cresol
O=C(Cl)c1ccccc1
benzoyl chloride
Cl
hydrochloric acid
Cc1ccc(OC(=O)c2ccccc2)cc1
p-tolyl benzoate
المردود 92.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas refluxed for 1.5 hr
  2. 2
    استخلاصThe product was extracted with 2×100 mL of diethyl ether
  3. 3
    استخلاصthe combined extract
  4. 4
    غسيلwas washed by 2% NaOH
  5. 5
    تجفيفdried over Na2SO4
  6. 6
    أخرىevaporated to dryness
  7. 7
    أخرىDrying of the residue in vacuum

الإجراء التجريبي

A mixture of 65.0 g (0.60 mol) of p-cresol, 92.7 g (0.66 mol) of benzoyl chloride and 6 mL of anhydrous pyridine was refluxed for 1.5 hr and then added to 600 mL of 2% hydrochloric acid. The product was extracted with 2×100 mL of diethyl ether, the combined extract was washed by 2% NaOH, then dried over Na2SO4, and evaporated to dryness. Drying of the residue in vacuum gave 117 g (92%) of p-tolyl benzoate (bp 127-135° C./25 mm Hg). A mixture of 117 g (0.552 mol) of p-tolyl benzoate and 92.0 (0.689 mol) of AlCl3 was slowly heated to 120-125° C. This mixture was stirred for 1 hr, and then 1000 mL of 2M HCl was added at 0° C. The product was extracted with 3×200 mL of diethyl ether, the combined extracts dried over Na2SO4 and then evaporated to dryness. This procedure gave 116 g (99%) of the 31 which was further used without an additional purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08541521B2uspto-grants-2013_09