تفاعل #1483103

ord-fdd7208ff0a44b31b55a203d930da667

معادلة التفاعل

NCCO
ethanol amine
CCCCCCCCCCCCOC(=O)C(C)N
3
CCCCCCCCCCCCOC(=O)C(C)N
Dodecyl 2-aminopropanoate
O=C([O-])O.[Na+]
sodium bicarbonate
CCCCCCCCCCCCOC(=O)C(C)NCCO
64
المردود 95.0%
CCCCCCCCCCCCOC(=O)C(C)NCCO
dodecyl 2-((2-hydroxyethyl)amino)propanoate
المردود 95.0%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe solid obtained in the reaction mixture
  2. 2
    ترشيحwas filtered under vacuum
  3. 3
    تركيزthe solvent concentrated
  4. 4
    workup.ADDITIONdiluted with ethyl acetate/water
  5. 5
    workup.STIRRINGstirred for 15 minutes at 25-30° C
  6. 6
    أخرىThe aqueous and organic layers were separated
  7. 7
    استخلاصthe aqueous layer was extracted with ethyl acetate (2×10 mL)
  8. 8
    غسيلThe combined organic layers were washed with brine solution
  9. 9
    تجفيفThe organic layer was dried over Na2SO4
  10. 10
    تركيزconcentrated under vacuum

الإجراء التجريبي

To a stirred solution of 3 (1 g, 3.2 mmol) in acetonitrile/water (5:5 mL) was added sodium bicarbonate (0.262 g 3.2 mmol) and followed by ethanol amine (0.5 mL, 0.5 vol) at 25-30° C. The reaction mixture was stirred for 12 h at RT; the reaction was monitored by TLC. The solid obtained in the reaction mixture was filtered under vacuum, the solvent concentrated, diluted with ethyl acetate/water and stirred for 15 minutes at 25-30° C. The aqueous and organic layers were separated, and the aqueous layer was extracted with ethyl acetate (2×10 mL). The combined organic layers were washed with brine solution. The organic layer was dried over Na2SO4 and concentrated under vacuum to afford crude 64 (0.9 g, yield: 95%) as a liquid

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08900625B2uspto-grants-2014_12