Diisopropylamine → HCID 20366327、化合物
反応式
[CH:1]([NH:4]C(C)C)(C)C.C([Li])CCC.C(O[CH:16]([O:18][CH:19]([O:21][CH2:22][CH3:23])[CH3:20])[CH3:17])C.Br[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32].[O:36]1C[CH2:39][CH2:38][CH2:37]1>CCCCCC.CN(C)P(=O)(N(C)C)N(C)C>[C:31]([CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][C:16]([O:18][CH:19]([O:21][CH2:22][CH3:23])[CH3:20])([C:17]1[O:36][CH:37]=[CH:38][CH:39]=1)[C:1]#[N:4])([O:33][CH2:34][CH3:35])=[O:32]参加物
反応条件
- 温度
- -5 °C
実験手順
To a stirred solution of 84 ml of diisopropylamine in 280 ml of dry tetrahydrofuran (THF) is added 260 ml of 2.3M n-butyllithium in hexane during 30 min. at 0°-5° C. After stirring for 25 min. at -5° C. the solution is cooled to -75° C. and treated with a solution of 113g (0.58 mol) of 1-ethoxyethyl ether of furfural cyanohydrin (Example 1) in 115 ml of hexamethylphosphoric triamide during 45 min. at -75° to -65° C. After stirring for 25 min. at -75° C. the solution is treated with 136g (0.576 mol) of ethyl 7-bromoheptanoate during 40 min. -75° to -65° C. After slow addition of 280 ml of TMF as rinse the mixture is stirred at -75° C. for 2.5 hr. and at ambient temperature for 18 hr. The reaction mixture is partitioned with water and ether. The ether phase is washed with brine, dried over sodium sulfate, filtered through Celite, and concentrated.
後処理
- temperatureis cooled to -75° C.
- stirringAfter stirring for 25 min. at -75° C. the solution
- additionAfter slow addition of 280 ml of TMF
- washas rinse the mixture
- stirringis stirred at -75° C. for 2.5 hr
- waitand at ambient temperature for 18 hr
- customThe reaction mixture is partitioned with water and ether
- washThe ether phase is washed with brine
- dry with materialdried over sodium sulfate
- filtrationfiltered through Celite
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-d13e41016c574999a01beb05ec7ae6c6
- 出典データセット
- uspto-grants-1978_02
- 特許番号
- US04076732
反応ノート
読み込み中…