Methyl iodide → HCID 15733061, 화합물

HRID 2255408노트

반응식

HRID 2255408 반응식
[CH3:1]I.[Mg].[Cl-].[C:5]1([CH2:11][N+:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[Cl-].[NH4+]>CCOCC>[C:5]1([CH2:11][N:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[C:14]([CH3:19])[CH:13]2[CH3:1])[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 139786171-Benzyl-3,4-dimethylpyridin-1-ium chloride

생성물 1

HCID 15733061HCID 15733061, 화합물수율 88.8%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매3회

실험 절차

A solution of methyl iodide (112 mL, 1.8 mole) in ether (225 mL) was added dropwise to a suspension of magnesium turnings (44 g, 1.8 mole) in ether (225 mL) under nitrogen over a period of 1 hour. The mixture was stirred at room temperature for 1 hour, transferred into a 1000 mL addition funnel and then was added to a suspension of N-(phenylmethyl)-3,4-dimethylpyridinium chloride (350.7 g, 1.5 mole) in ether (1500 mL) under a nitrogen atmosphere. The reaction mixture was stirred at room temperature for 24 hours and was then poured into a solution of saturated ammonium chloride (3 L). The organic layer was separated and the aqueous layer was extracted with ether (1000 mL). The combined ether layers were washed with water (500 mL), then brine (500 mL) and were dried over sodium sulfate and potassium carbonate. The solvent was removed in vacuo to afford 284.1 g (76%) of 1,2-dihydro-N-(phenylmethyl)-2,3,4-trimethylpyridine as an amber oil.

후처리

  1. additiontransferred into a 1000 mL addition funnel
  2. stirringThe reaction mixture was stirred at room temperature for 24 hours
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted with ether (1000 mL)
  5. washThe combined ether layers were washed with water (500 mL)
  6. dry with materialbrine (500 mL) and were dried over sodium sulfate and potassium carbonate
  7. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-8c70c22d758444418b5eb4da7a42026c
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05240935

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