반응 #1121738

반응 방정식

Succinic anhydride

1-(dimethylamino)-4-((9Z,12Z)-octadeca-9,12-dienyloxy)butan-2-ol

→

4-(1-(dimethylamino)-4-((9Z,12Z)-octadeca-9,12-dienyloxy)butan-2-yloxy)-4-oxobutanoic acid

용매

THF

반응 조건

후처리

1. 1
   온도the resultant was refluxed for 18 hours under argon
2. 2
   농축The mixture was concentrated
3. 3
   기타the residue was partitioned between EtOAc (10 mL) and deionized water (20 mL)
4. 4
   기타The layers were separated
5. 5
   추출the aqueous layer was extracted with two additional portions of EtOAc (25 mL)
6. 6
   건조The combined organic extracts were dried (MgSO4)
7. 7
   여과filtered
8. 8
   농축concentrated

실험 절차

Succinic anhydride (0.60 g, 5.99 mmol, 1.1 equiv) was added in one portion to a dry THF (11 mL) solution of 1-(dimethylamino)-4-((9Z,12Z)-octadeca-9,12-dienyloxy)butan-2-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 the residue was partitioned between EtOAc (10 mL) and 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-(1-(dimethylamino)-4-((9Z,12Z)-octadeca-9,12-dienyloxy)butan-2-yloxy)-4-oxobutanoic acid, a thick, yellow oil, which was used without further purification.

출처