Methyl iodide → 2-Methoxymethyl-3-methyl-thiophene

HRID 252273

反応式

HRID 252273 の反応式
[H-].[Na+].[CH3:3][C:4]1[CH:8]=[CH:7][S:6][C:5]=1[CH2:9][OH:10].I[CH3:12]>O1CCCC1>[CH3:12][O:10][CH2:9][C:5]1[S:6][CH:7]=[CH:8][C:4]=1[CH3:3]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 12875263(3-Methylthiophen-2-yl)methanol

生成物 1

HCID 668575872-Methoxymethyl-3-methyl-thiophene収率 87.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Sodium hydride (2.2 g ˜60%, 55.2 mmol, 1.2 equiv.) was suspended in dry tetrahydrofuran under an inert atmosphere. At 5° C. a solution of (3-methyl-thiophen-2-yl)-methanol (5.16 g, 46 mmol) in dry tetrahydrofuran was added dropwise. The mixture was stirred at room temp. for 1 hour, then iodomethane (7.8 g, 55.2 mmol, 1.2 equiv.) was added dropwise. The mixture was stirred overnight at room temp. and then quenched with diluted acid and extracted with diethyl ether. The combined organic extracts were washed with brine, dried over magnesiumsulfat dihydrate, filtered and evaporated to give 5.7 g of the title compound as a light green oil. GC-MS (EI) M=142.

後処理

  1. stirringThe mixture was stirred overnight at room temp.
  2. customquenched
  3. additionwith diluted acid
  4. extractionextracted with diethyl ether
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried over magnesiumsulfat dihydrate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-641187dfe270423d8c1e0a77be545351
出典データセット
uspto-grants-2011_01
特許番号
US07868030B2

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