反应 #1121738

反应方程式

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

溶剂

THF

反应条件

后处理

1. 1
   温度the resultant was refluxed for 18 hours under argon
2. 2
   浓缩The mixture was concentrated
3. 3
   其他the residue was partitioned between EtOAc (10 mL) and deionized water (20 mL)
4. 4
   其他The layers were separated
5. 5
   萃取the aqueous layer was extracted with two additional portions of EtOAc (25 mL)
6. 6
   干燥The combined organic extracts were dried (MgSO4)
7. 7
   过滤filtered
8. 8
   浓缩concentrated

实验过程

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.

来源