تفاعل #324362

ord-99f9bf9f4c87431086396d9442f22e04

معادلة التفاعل

CCCCCCCCCCCCNCCCCCCCCCCCC
didodecylamine
CCCCCCCCCCCCNCCCCCCCCCCCC
N,N-didodecylamine
CCN(C(C)C)C(C)C
diisopropylethylamine
C=CC(=O)Cl
acryloyl chloride
C=CC(=O)N(CCCCCCCCCCCC)CCCCCCCCCCCC
product 71
C=CC(=O)N(CCCCCCCCCCCC)CCCCCCCCCCCC
N,N-Didodecylacrylamide

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONAfter the completion of the addition the reaction mixture
  2. 2
    أخرىthe completion of the reaction
  3. 3
    غسيلThe reaction mixture was washed with satd
  4. 4
    تجفيفNaHCO3 solution (200 mL), water (200 mL), brine (100 mL) and dried over NaSO4

الإجراء التجريبي

To a solution of didodecylamine 66 (25 g, 70 7 mmol) and diisopropylethylamine (18 g, 141 mmol) in anhydrous CH2Cl2 (700 mL) at −10° C., a solution of acryloyl chloride (7.68 g, 85 mmol) in CH2Cl2 (100 mL) was added dropwise over a period of 20 min. After the completion of the addition the reaction mixture was stirred for 4 h at 0° C. after which the TLC of the reaction mixture showed the completion of the reaction. The reaction mixture was washed with satd. NaHCO3 solution (200 mL), water (200 mL), brine (100 mL) and dried over NaSO4. Concentration of the organic layer provided the product 71 (28.4 g, 100%) which was used as such in the next step. 1H NMR CDCl3 δ 0.94 (t, J=6.5 Hz, 6H), 1.05-1.69 (m, 40H), 3.15-3.60 (dt, 4H), 5.64 (d, 1H), 6.36 (d, 1H), 6.63 (m, 1H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08642076B2uspto-grants-2014_02