تفاعل #1121728

معادلة التفاعل

Succinic anhydride

3-(dimethylamino)-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propan-1-ol

→

4-(3-(dimethylamino)-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propoxy)-4-oxobutanoic acid

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe resultant was refluxed for 18 hours under argon
2. 2
   تركيزThe mixture was concentrated
3. 3
   workup.DISSOLUTIONdissolved in EtOAc (10 mL)
4. 4
   workup.ADDITIONpoured into deionized water (20 mL)
5. 5
   أخرىThe layers were separated
6. 6
   استخلاصthe aqueous layer was extracted with two additional portions of EtOAc (25 mL)
7. 7
   تجفيفThe combined organic extracts were dried (MgSO4)
8. 8
   ترشيحfiltered
9. 9
   تركيزconcentrated

الإجراء التجريبي

Succinic anhydride (0.60 g, 5.99 mmol, 1.1 equiv) was added in one portion to a dry THF (11 mL) solution of 3-(dimethylamino)-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propan-1-ol (2.0 g, 5.45 mmol, 1.0 equiv) and the resultant was refluxed for 18 hours under argon. The mixture was concentrated and then dissolved in EtOAc (10 mL) and poured into deionized water (20 mL). The layers were separated and the aqueous layer was extracted with two additional portions of EtOAc (25 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated to provide crude 4-(3-(dimethylamino)-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propoxy)-4-oxobutanoic acid, a thick yellow oil, which was used without further purification.

المصدر