تفاعل #833525

ord-dc8752a737e04cf8b0d74078c20211cf

معادلة التفاعل

C=CC(=O)Cl
Acrylic acid chloride
CC(C(=O)O)c1ccc(OCCCCCCO)cc1
(4-(6-hydroxyhexyloxy)phenyl)propionic acid
CN(C)c1ccccc1
N,N-dimethylaniline
C1COCCO1
dioxane
C=CC(=O)OCCCCCCOc1ccc(C(C)C(=O)O)cc1
(4-(6-acryloyloxyhexyloxy)phenyl)propionic acid
المردود 88.5%

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلThe ethyl acetate layer was washed with water
  2. 2
    تجفيفdried over anhydrous magnesium sulfate
  3. 3
    أخرىThe solvent was removed by distillation from the ethyl acetate layer
  4. 4
    أخرىto obtain solids
  5. 5
    أخرىre-precipitated

الإجراء التجريبي

Acrylic acid chloride (74.3 g) was dropped for 10 minutes to a mixture of (4-(6-hydroxyhexyloxy)phenyl)propionic acid (200 g), N,N-dimethylaniline (100 g), BHT (0.3 g), and dioxane (1,000 mL). After stirring at 60° C. for 5 hours, the reaction mixture was poured into water and stirred with addition of ethyl acetate. The ethyl acetate layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed by distillation from the ethyl acetate layer to obtain solids. The solids were dissolved in toluene and poured into plenty of heptane and re-precipitated to obtain (4-(6-acryloyloxyhexyloxy)phenyl)propionic acid (AK2: 213 g). Melting point: 64° C. to 68° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07393569B2uspto-grants-2008_07