تفاعل #1166473

ord-2e03c248c7284ef4a260aa49babf6cf9

معادلة التفاعل

CN1C=CSC1CCO
2-(2-hydroxyethyl)-3-methylthiazole
CCN(CC)CC
triethylamine
C=CC(=O)Cl
acryloyl chloride
C=CC(=O)OCCC1SC=CN1C
dark brown liquid
المردود 82.0%
C=CC(=O)OCCC1SC=CN1C
2-(Acryloyloxyethyl)-3-methylthiazole
المردود 82.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA one liter, three necked flask was equipped with overhead stirrer
  2. 2
    استخلاصThe reaction mixture was extracted with NaCl(aq.), NH4OH(10%), NaCl(aq.)
  3. 3
    تجفيفdried over MgSO4
  4. 4
    أخرىThe chloroform was evaporated with a rotoevaporator

الإجراء التجريبي

A one liter, three necked flask was equipped with overhead stirrer, nitrogen atmosphere and an addition funnel. The flask was charged with 100 g of 2-(2-hydroxyethyl)-3-methylthiazole (0.70 mol.), 71 g of triethylamine (0.70 mol.), 500 g of chloroform and 3 g of phenothiazine. Next, 63 g of acryloyl chloride (0.70 mol.) was slowly added to the reaction over 1.5 hour via the addition funnel. The reaction was stirred for 2 hours at room temperature. The reaction mixture was extracted with NaCl(aq.), NH4OH(10%), NaCl(aq.) and dried over MgSO4. The chloroform was evaporated with a rotoevaporator to yield 113 g (82%) of a dark brown liquid. The compound was confirmed by IR and 13C NMR.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05580647uspto-grants-1996_12