تفاعل #73704

ord-c018954371ce43c689b66af69f2d5e77

معادلة التفاعل

Cc1ccc(O)cc1
p-cresol
CC(=O)Cl
acetyl chloride
Cl
hydrochloric acid
CC(=O)Oc1ccc(C)cc1
p-tolyl acetate
المردود 93.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

A mixture of 65.0 g (0.60 mol) of p-cresol, 51.8 g (0.66 mol) of acetyl chloride, and 6 mL of anhydrous pyridine was refluxed for 1.5 h 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 with 2% NaOH, then dried over Na2SO4, and evaporated to dryness. Drying the residue in vacuum gave 83.7 g (93%) of p-tolyl acetate (bp 104-105° C./25 mm Hg). A mixture of 40.0 g (0.27 mol) of p-tolyl acetate and 45.0 (0.34 mol) of AlCl3 was slowly heated to 120-125° C. for 30 min. The mixture was stirred for 1 hr and then 500 mL of 2M HCl was added at 0° C. The product was extracted with 3×100 mL of diethyl ether, the combined extract was dried over Na2SO4 and then evaporated to dryness. This gave 39.7 g (99%) of the title product which was further used without an additional purification.

المصدر

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