N-bromobutanimide → Methyl 3-(bromomethyl)-4-chlorobenzoate

HRID 2414259ノート

反応式

HRID 2414259 の反応式
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[CH3:12].[Br:13]N1C(=O)CCC1=O>N(C(C)(C)C#N)=NC(C)(C)C#N.C(Cl)(Cl)(Cl)Cl>[Br:13][CH2:12][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[Cl:1])[C:6]([O:8][CH3:9])=[O:7]

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 7015786Benzoic acid, 4-chloro-3-methyl-, methyl ester

生成物 1

HCID 12144656Methyl 3-(bromomethyl)-4-chlorobenzoate収率 59.5%

試薬・触媒・溶媒 2

HCID 6547Azobisisobutyronitrile触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

40.4 g of methyl 4-chloro-3-methylbenzoate, 39 g of N-bromosuccinimide and 1 g of azobisisobutyronitrile were added to 300 ml of carbon tetrachloride, followed by reflux under heating for 4 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, insoluble matters were collected by filtration and the filtrate was concentrated. The obtained crude crystals were washed with hexane to obtain 34.3 g of methyl 3-bromomethyl-4-chlorobenzoate as white crystals.

後処理

  1. temperatureby reflux
  2. temperatureunder heating for 4 hours
  3. customAfter completion of the reaction
  4. filtrationinsoluble matters were collected by filtration
  5. concentrationthe filtrate was concentrated
  6. customThe obtained crude crystals
  7. washwere washed with hexane

出典と根拠

ORDレコード
ord-ced7b1884ccd4a3685a8f5369d7bdf31
出典データセット
uspto-grants-2004_11
特許番号
US06812229B1

反応ノート

読み込み中…