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Water → 3-(4-Chloromethyl-2-methyl-phenyl)-propionic Acid Methyl Ester

HRID 1785214
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HRID 1785214 반응식
[CH3:1][O:2][C:3](=[O:15])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12]O)=[CH:8][C:7]=1[CH3:14].C(N(CC)CC)C.S(Cl)([Cl:25])=O.O>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:15])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][Cl:25])=[CH:8][C:7]=1[CH3:14]
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참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 574319763-(4-Hydroxymethyl-2-methyl-phenyl)-propionic Acid Methyl Ester

생성물 1

HCID 574319813-(4-Chloromethyl-2-methyl-phenyl)-propionic Acid Methyl Ester수율 91%

시약·촉매·용매 1

HCID 6344Dichloromethane

실험 절차

To a 0° C. solution of 3-(4-Hydroxymethyl-2-methyl-phenyl)-propionic acid methyl ester (1.02 g, 4.90 mmol) in anhydrous CH2Cl2 (15 mL) is added triethylamine (0.75 mL, 5.38 mmol) followed by thionyl chloride (0.40 mL, 5.48 mmol). The mixture is allowed to warm to RT overnight. Water is added, and the mixture is extracted with CH2Cl2. The organics are dried with MgSO4 and concentrated. The crude material is purified by flash chromatography to yield the title compound (1.01 g, 91%).

후처리

  1. extractionthe mixture is extracted with CH2Cl2
  2. dry with materialThe organics are dried with MgSO4
  3. concentrationconcentrated
  4. customThe crude material is purified by flash chromatography

출처 및 근거

ORD 기록
ord-7047c07b8f0142c6b8bef6053ad76cb2
출처 데이터셋
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07504433B2

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