Methyl iodide → (2-Methoxy-1-methoxymethyl-2-ethoxymethyl)-benzene

HRID 2361862

반응식

HRID 2361862 반응식
[CH2:1]([O:8][CH:9]([CH2:12]O)CO)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].CI.C1[CH2:22][O:21][CH2:20]C1.CN([CH:26]=[O:27])C>>[CH3:26][O:27][CH:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:12][CH2:20][O:21][CH3:22]

참가 물질

5

반응물 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 2035672-(Phenylmethoxy)-1,3-propanediolHCID 21974620tetrahydrofuran N,N-dimethylformamide

생성물 1

HCID 66890845(2-Methoxy-1-methoxymethyl-2-ethoxymethyl)-benzene수율 97%

실험 절차

To a solution of 2-benzyloxy-propane-1,3-diol (5.0 g, 27.4 mmol) in 5:1 THF-DMF (200 mL) at 0° C. was added NaH (1.5 g, 2.3 eq.) followed by methyl iodide (5.1 mL, 3.0 eq.). The resulting white slurry mixture was stirred at room temperature over weekend. The reaction mixture was quenched with sat. NH4Cl, extracted with EtOAc, dried over Na2SO4, filtered, concentrated and the product was purified by chromatography (50% EtOAc/hexanes) to give (2-methoxy-1-methoxymethyl-2-ethoxymethyl)-benzene (5.6 g, 97%).

후처리

  1. customThe reaction mixture was quenched with sat. NH4Cl
  2. extractionextracted with EtOAc
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customthe product was purified by chromatography (50% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-4f690eec9d904eaa93e76943fee82bf4
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691814B2

연결된 노트

불러오는 중…