Methyl o-toluate → Methyl 2-(bromomethyl)benzoate

HRID 225986

反応式

HRID 225986 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Br:12]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:12][CH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

参加物

5

反応物 2

HCID 33094Methyl o-toluateHCID 67184N-bromobutanimide

生成物 1

HCID 2734813Methyl 2-(bromomethyl)benzoate収率 95,246.602%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

To a mixture of methyl 2-methylbenzoate (5.0 g, 0.033 mmol) and N-bromosuccinimide (5.9 g, 0.033 mmol) in CCl4 (50 mL) was added benzoyl peroxide (0.04 g, 0.00016 mmol). The mixture was heated to reflux for 1.5 h, cooled to room temperature, filtered through Celite, and concentrated to afford methyl 2-(bromomethyl)benzoate (7.2 g, ca. 94% mass recovery), which was contaminated with ca. 14% unreacted starting material and was used without purification.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 1.5 h
  3. filtrationfiltered through Celite
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-cf3f803730124b61b67889dd940bee60
出典データセット
uspto-grants-2009_07
特許番号
US07557135B2

関連ノート

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