Succinimide → Methyl 2-[2-(bromomethyl)phenyl]-3-methoxyprop-2-enoate

HRID 3975

反応式

HRID 3975 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[CH:13][O:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10].[Br:16]N1C(=O)CCC1=O.C1(=O)NC(=O)CC1>N(C(C)(C)C#N)=NC(C)(C)C#N.C(Cl)(Cl)(Cl)Cl>[Br:16][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[CH:13][O:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10]

参加物

6

反応物 3

HCID 11439SuccinimideHCID 67184N-bromobutanimideHCID 435882Methyl 3-methoxy-2-o-tolylacrylate

生成物 1

HCID 53395349Methyl 2-[2-(bromomethyl)phenyl]-3-methoxyprop-2-enoate収率 97.3%

試薬・触媒・溶媒 2

HCID 6547Azobisisobutyronitrile触媒HCID 5943Carbon Tetrachloride溶媒

反応条件

温度
90 °C

実験手順

20.6 g of the methyl α-(2-methylphenyl)-β-methoxyacrylate obtained as described in method A, 17.65 g of N-bromosuccinimide, 0.2 g of azobisisobutyronitrile and 150 ml of CCl4 are slowly heated to 90° C. and kept at this temperature until all of the succinimide floats on the solvent. The mixture is filtered, the filtrate is evaporated down, and the oil which remains is dissolved in about 5 ml of acetone and brought to crystallization with n-hexane. 27.5 g of colorless crystals of melting point 86°-87° C. are obtained.

後処理

  1. filtrationThe mixture is filtered
  2. customthe filtrate is evaporated down
  3. dissolutionthe oil which remains is dissolved in about 5 ml of acetone
  4. custombrought to crystallization with n-hexane

出典と根拠

ORDレコード
ord-f360e909fa154e73a99b18eae08d738d
出典データセット
uspto-grants-1988_02
特許番号
US04723034

関連ノート

読み込み中…