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2,4,6-Trimethylphenol → HCID 12504008, 화합물

HRID 1760701
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HRID 1760701 반응식
CC1C=C(C)C=C(C)C=1O.[H-].[Na+].[Cl:13][C:14]1[C:19](C)=[C:18]([Cl:21])[CH:17]=[C:16]([CH3:22])[N+:15]=1[O-:23]>C1COCC1>[Cl:13][C:14]1[CH:19]=[C:18]([Cl:21])[CH:17]=[C:16]([CH3:22])[N+:15]=1[O-:23]
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참가 물질

5

반응물 3

HCID 106982,4,6-TrimethylphenolHCID 24758Sodium hydrideHCID 219122022,4-Dichloro-3,6-dimethylpyridine 1-oxide

생성물 1

HCID 12504008HCID 12504008, 화합물수율 147.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2,4,6-trimethylphenol (415 mg, 3.05 mmol) in dry THF (20 ml) was treated with 60% sodium hydride in oil (122 mg, 3.05 mmol) at room temperature. After all H2 was evolved, 2,4-dichloro-3,6-dimethyl-pyridine 1-oxide (585.4 mg, 3.05 mmol) was added and the resulting mixture was heated at reflux for 2 hours. The mixture was quenched with saturated ammonium chloride and extracted with ethyl acetate. The organic layer was dried and concentrated to dryness to give solid. The solid was recrystallized from pet ether to give 802 mg (90%) of the title compound as white crystals. mp 106107° C. 1H NMR (CDCl3) δ 7.04 (s, 1H), 6.78 (s, 2H), 2.41 (s. 3H). 2.36 (s, 3H), 2.22 (s. 3H), 2.06 (s, 6H) ppm.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 2 hours
  3. customThe mixture was quenched with saturated ammonium chloride
  4. extractionextracted with ethyl acetate
  5. customThe organic layer was dried
  6. concentrationconcentrated to dryness
  7. customto give solid
  8. customThe solid was recrystallized from pet ether

출처 및 근거

ORD 기록
ord-f1047fb5b275402c8665d281a6a4e23d
출처 데이터셋
uspto-grants-2005_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06844351B1

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