Triethylamine → Methyl 4-(chloromethyl)cinnamate

HRID 2082572노트

반응식

HRID 2082572 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 53426371Methyl 4-(chloromethyl)cinnamate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-5dbc80a7658d491c99f6f9835645037e
출처 데이터셋
uspto-grants-1993_02
특허 번호
US05189211

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