反応 #1121727

反応方程式

TBAF

3-(tert-butyldimethylsilyloxy)-N,N-dimethyl-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propan-1-amine

→

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

溶媒

THF

反応条件

後処理

1. 1
   濃縮The mixture was concentrated
2. 2
   その他the residue was partitioned between EtOAc (15 mL) and aqueous saturated ammonium chloride solution (10 mL)
3. 3
   その他The layers were separated
4. 4
   抽出the aqueous layer was extracted with 2 additional portions of EtOAc (10 mL)
5. 5
   乾燥The combined extracts were dried (MgSO4)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated

実験手順

TBAF (1.0 M in THF, 0.5 mL, 0.50 mmol, 1.2 equiv) was added in one portion to a dry THF (100 μL) solution of 3-(tert-butyldimethylsilyloxy)-N,N-dimethyl-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propan-1-amine (0.2 g, 0.42 mmol, 1.0 equiv) and the mixture was stirred at room temperature for 2 hours. The mixture was concentrated and the residue was partitioned between EtOAc (15 mL) and aqueous saturated ammonium chloride solution (10 mL). The layers were separated and the aqueous layer was extracted with 2 additional portions of EtOAc (10 mL). The combined extracts were dried (MgSO4), filtered, and concentrated to give crude 3-(dimethylamino)-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propan-1-ol, a thick, beige oil, which was used without further purification.

出典