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

HRID 78501노트

반응식

HRID 78501 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-94087592dc1d481b883e9e100d015ab9
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841334B2

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