Hydrochloric Acid → 5-Triphenylmethoxy-1-octyne
反応式
Cl[CH2:2][CH2:3][CH:4]([O:8][C:9]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:5][CH2:6][CH3:7].CS(C)=O.O.Cl.[CH3:34][CH2:35]OCC>>[C:10]1([C:9]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:8][CH:4]([CH2:5][CH2:6][CH3:7])[CH2:3][CH2:2][C:34]#[CH:35])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1参加物
実験手順
To a stirred solution of 32.2 g. (85 moles) of 1-chloro-3-triphenylmethoxyhexane (Example 906) in 25 ml. of dimethylsulfoxide (DMSO) is added a solution of 9.4 g. (102 mmoles) of lithium acetylide-ethylene diamine complex in 60 ml. of DMSO during 10 minutes while maintaining a temperature of 25°-30° C. After 3.5 hours the mixture is diluted with ether and treated successively with water and 4N hydrochloric acid while cooling in an ice bath. The phases are separated, and the aqueous phase is extracted with ether-petroleum ether. The combined extracts are washed successively with water and saturated sodium chloride solution, dried over magnesium sulfate, and concentrated. The product is then purified by column chromatography of the residue on Florisil.
後処理
- temperaturewhile cooling in an ice bath
- customThe phases are separated
- extractionthe aqueous phase is extracted with ether-petroleum ether
- washThe combined extracts are washed successively with water and saturated sodium chloride solution
- dry with materialdried over magnesium sulfate
- concentrationconcentrated
- customThe product is then purified by column chromatography of the residue on Florisil
出典と根拠
- ORDレコード
- ord-df7a709d537e45cfb6d1ac9c83d2b75c
- 出典データセット
- uspto-grants-1977_12
- 特許番号
- US04061672
反応ノート
読み込み中…