Triethylamine → Methyl 4-(chloromethyl)cinnamate

HRID 2082572ノート

反応式

HRID 2082572 の反応式
O[CH2:2][C:3]1[CH:14]=[CH:13][C:6]([CH:7]=[CH:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1.C(N(CC)CC)C.CS([Cl:26])(=O)=O>C(Cl)Cl>[Cl:26][CH2:2][C:3]1[CH:14]=[CH:13][C:6]([CH:7]=[CH:8][C:9]([O:11][CH3:12])=[O:10])=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 54313853Methyl 4-(hydroxymethyl)cinnamate

生成物 1

HCID 53426371Methyl 4-(chloromethyl)cinnamate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a mixture of methyl 4-(hydroxymethyl)cinnamate (4.1 g), triethylamine (3.1 ml) and methylene chloride (50 ml) was added dropwise under ice cooling methanesulfonyl chloride (1.7 ml), and the mixture was stirred at room temperature for 1.5 hours. Evaporation of the reaction solution gave a residue, which was then chromatographed on silica gel column (eluent: methylene chloride) to give methyl 4-(chloromethyl)cinnamate (2.57 g).

後処理

  1. additionwas added dropwise under ice
  2. customEvaporation of the reaction solution
  3. customgave a residue, which
  4. customwas then chromatographed on silica gel column (eluent: methylene chloride)

出典と根拠

ORDレコード
ord-5dbc80a7658d491c99f6f9835645037e
出典データセット
uspto-grants-1993_02
特許番号
US05189211

反応ノート

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