Water → Methyl 2-hydroxy-4-(3-trimethylsilanyl-propyloxy)-benzoate

HRID 843279노트

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HRID 843279 반응식
[C:1]([O:11][CH3:12])(=[O:10])[C:2]1[C:3](=[CH:5][CH:6]=[C:7]([CH:9]=1)O)[OH:4].[C:13](=[O:16])([O-])[O-].[K+].[K+].ClC[CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24].O>CN(C=O)C>[OH:4][C:3]1[CH:5]=[C:6]([O:16][CH2:13][CH2:21][CH2:22][Si:23]([CH3:26])([CH3:25])[CH3:24])[CH:7]=[CH:9][C:2]=1[C:1]([O:11][CH3:12])=[O:10]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 75077Methyl GentisateHCID 75362(3-Chloropropyl)trimethylsilane

생성물 1

HCID 15383569Methyl 2-hydroxy-4-(3-trimethylsilanyl-propyloxy)-benzoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
90 °C

실험 절차

To a mixture of methyl gentisate (16.8 g, 0.1 mole) and potassium carbonate (15.2 g, 0.11 mole) in 80 ml of DMF in a nitrogen atmosphere at 80° C. is added chloropropyl trimethyl silane (16.6 g, 0.11 mole) drop by drop over a 20-minute period. The mixture is heated to 90° C. for 8 hours. It is cooled and then poured into 200 ml of water. Extraction is performed with diisopropyl ether. The organic phase is washed with water, dried with sodium sulfate, and then concentrated. After silica chromatography of the resulting yellow oil (eluent: Heptane/CH2Cl2 90:10) we obtain 3.3 g of a clean fraction of methyl 2-hydroxy-4-(3-trimethylsilanyl-propyloxy)-benzoate.

후처리

  1. temperatureIt is cooled
  2. extractionExtraction
  3. washThe organic phase is washed with water
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-393dcca4d75a493ea9c6c2ef11dd663b
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376679B2

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