Benzyl Alcohol → 5-(benzyloxy)-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

HRID 2387749ノート

反応式

HRID 2387749 の反応式
I[C:2]1[C:3](=[O:13])[N:4]([CH2:10][O:11][CH3:12])[C:5]([CH3:9])=[N:6][C:7]=1[CH3:8].C(=O)([O-])[O-].[Cs+].[Cs+].N1C2C(=CC=C3C=2N=CC=C3)C=CC=1.[CH2:34]([OH:41])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>C1(C)C=CC=CC=1.C(OCC)(=O)C.[Cu](I)I>[CH2:34]([O:41][C:2]1[C:3](=[O:13])[N:4]([CH2:10][O:11][CH3:12])[C:5]([CH3:9])=[N:6][C:7]=1[CH3:8])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

参加物

8

反応物 4

HCID 244Benzyl AlcoholHCID 13181,10-PhenanthrolineHCID 10796Cesium carbonateHCID 674740695-iodo-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

生成物 1

HCID 672837945-(benzyloxy)-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-one

試薬・触媒・溶媒 3

HCID 83717Copper iodide触媒HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

The compound 326-3 (4.78 g) was dissolved in toluene (130 ml). Cesium carbonate (10.6 g), 1,10-phenanthroline (4.41 g) and copper iodide (3.1 g) were added to the solution, and the obtained mixture was stirred for 5 minutes. Thereafter, benzyl alcohol (5.28 ml) was added to the reaction mixture. The obtained mixture was stirred at 110° C. for 5 days. The reaction mixture was diluted with ethyl acetate and filtered. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=19:1 to 1:2), so as to obtain the title compound (1.42 g).

後処理

  1. stirringThe obtained mixture was stirred at 110° C. for 5 days
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe obtained residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=19:1 to 1:2)

出典と根拠

ORDレコード
ord-875b999a5f9b4523b55a641e961fcdaa
出典データセット
uspto-grants-2012_09
特許番号
US08268848B2

反応ノート

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