2-Methylcyclohexanone → 2-Bromo-2-methylcyclohexanone

HRID 1934514

반응식

HRID 1934514 반응식
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[O:8].[Br:9]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:9][C:2]1([CH3:1])[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[O:8]

참가 물질

4

반응물 2

HCID 114192-MethylcyclohexanoneHCID 67184N-bromobutanimide

생성물 1

HCID 111168532-Bromo-2-methylcyclohexanone수율 100%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

A solution of 15 g (0.134 mol) of 2-methyl-1-cyclohexanone (7) and 23.84 g (0.134 mol) of N-bromosuccinimide in 150 mL of carbon tetrachloride was stirred and heated to reflux for 12 h under argon. The mixture was cooled to room temperature, filtered through Celite to remove succinimide and the filter cake was washed with 150 mL of ether. The filtrate was concentrated to give 25.6 g (100% yield) of 2-bromo-2-methyl-1-cyclohexanone. 1H NMR δ3.21 (td, J=16 Hz, 8 Hz, 1H, CH—CO), 2.36 (m, 2H), 2.06 (m, 2H), 1.82 (s, 3H, Me), 1.77 (m, 2H), 1.62 (m, 1H).

후처리

  1. temperatureheated
  2. temperatureto reflux for 12 h under argon
  3. filtrationfiltered through Celite
  4. customto remove succinimide
  5. washthe filter cake was washed with 150 mL of ether
  6. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-36c43c07512f47b49a06e94b902f7d76
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06384045B1

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