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Benzyl Chloride → Pyridinium, 4-methyl-1-(phenylmethyl)-, chloride (1:1)

HRID 644795
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HRID 644795 반응식
[CH2:1]([Cl:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1>C(#N)C>[Cl-:8].[CH2:1]([N+:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7503Benzyl ChlorideHCID 79634-Methylpyridine

생성물 1

HCID 10856996Pyridinium, 4-methyl-1-(phenylmethyl)-, chloride (1:1)수율 93.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 2.53 g of benzyl chloride (20 mmol), 1.86 g of 4-picoline (20 mmol) and 20 mL of acetonitrile was refluxed for three hours, cooled to room temperature and then frozen in refrigerator. Pale pink crystals precipitated from the solution, which were collected by filtration and washed with ether (3×5 mL) to afford 4.09 g of the product (92% yield). 1HNMR (DMSO-d6, 400 MHz): δ 9.1 (s, 2H), 8.0 (d, 2H, J=6.24), 7.5 (s, 2H), 7.4 (m, 3H), 5.8 (s, 2H), 2.6 (s, 3h); 13C NMR (DMSO-d6, 100 MHz): δ 159.0, 143.5, 134.3, 128.9, 128.8, 128.3, 61.9, 21.1.

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후처리

  1. temperaturefrozen in refrigerator
  2. customPale pink crystals precipitated from the solution, which
  3. filtrationwere collected by filtration
  4. washwashed with ether (3×5 mL)

출처 및 근거

ORD 기록
ord-78c47eaa122c4b3081e0540726fb47d9
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07700780B2

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