تفاعل #531857

ord-da54b4a98396482e887b5790f7362497

معادلة التفاعل

O=C(O)CCCNC(=O)NC12CC3CC(CC(C3)C1)C2
4-(3-adamantan-1-yl-ureido)butyric acid
O=C([O-])[O-].[K+].[K+]
K2CO3
CI
iodomethane
COC(=O)CCCNC(=O)NC12CC3CC(CC(C3)C1)C2
883
المردود 95.0%
COC(=O)CCCNC(=O)NC12CC3CC(CC(C3)C1)C2
4-(3-Adamantan-1-yl-ureido) butyric Acid Methyl Ester
المردود 95.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصThen the product was extracted with ether (20 mL)
  2. 2
    غسيلthe ether was washed with 1 N NaOH aqueous solution (20 mL) and brine (20 mL)
  3. 3
    تجفيفdried over Na2SO4
  4. 4
    أخرىevaporated

الإجراء التجريبي

A mixture of 4-(3-adamantan-1-yl-ureido)butyric acid 822 (0.15 g, 0.54 mmol), K2CO3 (0.09 g, 0.64 mmol), and iodomethane (0.04 mL, 0.59 mmol) in DMF (20 mL) was stirred at room temperature for 20 h. Then the product was extracted with ether (20 mL), and the ether was washed with 1 N NaOH aqueous solution (20 mL) and brine (20 mL), dried over Na2SO4, and evaporated to afford 0.15 g (95%) of 883: 1H NMR (CDCl3) 1.66-1.68 (6H, m), 1.81 (2H, quint, J=6.9 Hz), 1.94-1.97 (6H, m), 2.05-2.07 (3H, m), 2.37 (2H, t, J=6.9 Hz), 3.16 (2H, q, J=6.9 Hz), 3.68 (3H, s), 4.09 (1H, s), 4.25 (1H, s); LC-MS (ESI) m/z calcd for C16H26N2O3 [M+H]+ 295.19. found [M+H]+ 295.24; mp 114 C. Anal. (C16H26N2O3) C, H, N.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08476043B2uspto-grants-2013_07