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

HRID 252273

반응식

HRID 252273 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 668575872-Methoxymethyl-3-methyl-thiophene수율 87.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-641187dfe270423d8c1e0a77be545351
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868030B2

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