Bromine → 4-Bromo-2,2,5,5-tetramethyldihydrofuran-3(2h)-one

HRID 78501ノート

反応式

HRID 78501 の反応式
[CH3:1][C:2]1([CH3:10])[C:6](=[O:7])[CH2:5][C:4]([CH3:9])([CH3:8])[O:3]1.[Br:11]Br>C(Cl)Cl>[Br:11][CH:5]1[C:4]([CH3:9])([CH3:8])[O:3][C:2]([CH3:10])([CH3:1])[C:6]1=[O:7]

参加物

4

反応物 2

HCID 24408BromineHCID 1385112,2,5,5-Tetramethyltetrahydro-3-ketofuran

生成物 1

HCID 122017454-Bromo-2,2,5,5-tetramethyldihydrofuran-3(2h)-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a solution of commercially available 2,2,5,5-tetramethyldihydrofuran-3(2H)-one (Aldrich, 10.0 g, 0.07 mol) in CH2Cl2 (100 mL) was added bromine (Aldrich, 3.6 mL, 0.07 mol,) dropwise at room temperature. The reaction mixture was stirred for 2 hours over which time the reaction mixture became clear. Then, the reaction mixture was cooled to 0° C., quenched with NaHCO3 powder in small portions, filtered and concentrated under reduced pressure to afford the title compound. 1H NMR (300 MHz, dimethylsulfoxide-d6) δ ppm 1.26 (s, 3H), 1.27 (s, 3H), 1.30 (s, 3H), 1.39 (s, 3H), 5.22 (s, 1H).

後処理

  1. customquenched with NaHCO3 powder in small portions
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-94087592dc1d481b883e9e100d015ab9
出典データセット
uspto-grants-2014_09
特許番号
US08841334B2

反応ノート

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