Acetic Acid → 1-(11-Acetoxy-12-bromododecyl)-3,7-dimethylxanthine
反応式
[OH:1][CH:2]([CH2:26]O)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:24](=[O:25])[C:23]2[N:21]([CH3:22])[CH:20]=[N:19][C:18]=2[N:16]([CH3:17])[C:14]1=[O:15].[BrH:28].O.[Na].[C:31]([OH:34])(=O)[CH3:32]>>[C:31]([O:1][CH:2]([CH2:26][Br:28])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:24](=[O:25])[C:23]2[N:21]([CH3:22])[CH:20]=[N:19][C:18]=2[N:16]([CH3:17])[C:14]1=[O:15])(=[O:34])[CH3:32]参加物
実験手順
1-(1 1,12-Dihydroxydodecyl)-theobromine, prepared above (2.50 g, 6.58 mmol), was stirred with hydrogen bromide (6.39 ml of a 30% solution in acetic acid, 19.73 mmol) for 2 hours. The mixture was then added over 10 minutes to water (25 ml), ice (30 g) and sodium hydrideCO3 (15 g). The resulting mixture was then stirred for 30 minutes. The mixture was extracted with dichloromethane (3×50 ml), and the organic phases combined and dried with magnesium sulfate. The solvent was evaporated to afford a residue (3.18 g, 99%) of 1-(11-acetoxy-12-bromododecyl)-3,7-dimethylxanthine. Without further purification, this crude product was taken up in methanol (10 ml) and treated with a solution of sodium methoxide (prepared from sodium, 0.160 g, 6.90 mmol, and 20 ml methanol). After 60 minutes, the reaction was added to water (30 ml) and extracted with dichloromethane (3×50 ml). The organic portions were combined, dried and evaporated t produce 2.20 g of a white solid, 1-(1 1,12-oxidododecyl)-3,7-dimethylxanthine (93% yield)
後処理
- extractionThe mixture was extracted with dichloromethane (3×50 ml)
- dry with materialdried with magnesium sulfate
- customThe solvent was evaporated
出典と根拠
- ORDレコード
- ord-6c5af279cbc5467aa679a64259d0d20d
- 出典データセット
- uspto-grants-1998_06
- 特許番号
- US05770595
反応ノート
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