2-Methylcyclohexanone → 2-Bromo-2-methylcyclohexanone

HRID 1934514

反応式

HRID 1934514 の反応式
[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]

参加物

4

反応物 2

HCID 114192-MethylcyclohexanoneHCID 67184N-bromobutanimide

生成物 1

HCID 111168532-Bromo-2-methylcyclohexanone収率 100%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-36c43c07512f47b49a06e94b902f7d76
出典データセット
uspto-grants-2002_05
特許番号
US06384045B1

関連ノート

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