Tetrabutylammonium Fluoride → 3-(dimethylamino)-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propan-1-ol
反応式
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[Si]([O:26][CH2:27][CH:28]([O:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]/[CH:42]=[CH:43]\[CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[CH2:29][N:30]([CH3:32])[CH3:31])(C(C)(C)C)(C)C>C1COCC1>[CH3:31][N:30]([CH3:32])[CH2:29][CH:28]([O:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]/[CH:42]=[CH:43]\[CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][CH2:50][CH3:51])[CH2:27][OH:26]参加物
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.
後処理
- concentrationThe mixture was concentrated
- customthe residue was partitioned between EtOAc (15 mL) and aqueous saturated ammonium chloride solution (10 mL)
- customThe layers were separated
- extractionthe aqueous layer was extracted with 2 additional portions of EtOAc (10 mL)
- dry with materialThe combined extracts were dried (MgSO4)
- filtrationfiltered
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-6dd0cfad42634f13b9ded37a686b14a4
- 出典データセット
- uspto-grants-2013_10
- 特許番号
- US08568772B2
反応ノート
読み込み中…