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

HRID 2361862

反応式

HRID 2361862 の反応式
[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]

参加物

5

反応物 4

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

生成物 1

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

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-4f690eec9d904eaa93e76943fee82bf4
出典データセット
uspto-grants-2014_04
特許番号
US08691814B2

関連ノート

読み込み中…