反応 #1121730

反応方程式

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-oxobutanoicacid

溶媒

THF

反応条件

後処理

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

実験手順

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-oxobutanoicacid, a thick, yellow oil, which was used without further purification.

出典