Phenyltrimethylammonium bromide dibromide → 2-Bromo-3-methyl-1-naphthalen-1-ylbutan-1-one
反応式
[CH3:1][CH:2]([CH3:16])[CH2:3][C:4]([C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]=1)=[O:5].[Br-:17].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1>O1CCCC1>[Br:17][CH:3]([CH:2]([CH3:16])[CH3:1])[C:4]([C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]=1)=[O:5]参加物
実験手順
To a solution of 3-methyl-1-(naphth-1-yl)butan-1-one (20 g) in anhydrous tetrahydrofuran (150 ml) was added phenyltrimethylammonium tribromide (35.7 g). The resulting mixture was stirred overnight at ambient temperature then partitioned between petroleum ether and water. The organic layer was separated, washed with water, brine, dried with sodium sulphate, filtered and evaporated in vacuo to yield crude 2-bromo-3-methyl-1-(naphth-1-yl)butan-1-one. Sodium acetate (7.7 g) and anhydrous dimethylformamide (40 ml) were added and the resulting mixture was stirred at 100° C. for 6 hours. After cooling, the mixture was partitioned between ethyl acetate and water. The aqueous layer was back-extracted once with ethyl acetate. The combined organic layers were washed with water, brine, dried with sodium sulphate, filtered and evaporated in vacuo. The title compound (8.4 g) was obtained following silica gel column chromatography of the residue in 50% dichloromethane in petroleum ether.
後処理
- customthen partitioned between petroleum ether and water
- customThe organic layer was separated
- washwashed with water, brine
- dry with materialdried with sodium sulphate
- filtrationfiltered
- customevaporated in vacuo
出典と根拠
- ORDレコード
- ord-7a6ed1402ced4e2b88843160080d901a
- 出典データセット
- uspto-grants-2008_09
- 特許番号
- US07429607B2
反応ノート
読み込み中…