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Sodium Carbonate → (3-Bromo-2-methylphenyl)(methyl)sulfane

HRID 2358107
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HRID 2358107 반응식
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](F)[C:3]=1[CH3:9].[CH3:10][S-:11].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>CN(C)C=O>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:11][CH3:10])[C:3]=1[CH3:9]
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참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 27363352-Bromo-6-fluorotolueneHCID 4378561Sodium methanethiolate

생성물 1

HCID 57448061(3-Bromo-2-methylphenyl)(methyl)sulfane수율 57.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
150 °C

실험 절차

To a solution of 1-bromo-3-fluoro-2-methylbenzene (2.0 g, 10.6 mmol) in N,N-dimethylformamide (10 ml) was added sodium methanethiolate (0.85 g, 11.7 mmol) and the mixture was stirred for 15 min at 150° C. After cooling, aqueous sodium carbonate (10%, 50 ml) was added and the phases were separated. The aqueous phase was extracted with ethylacetate (2×50 ml) and the combined organic phases was dried (MgSO4) and evaporated under reduced pressure to give an oil. The residue was purified by flash column chromatography (isooctane) to give the title compound (1.33 g). MS m/z (relative intensity, 70 eV) 218 (M+, 98), 216 (M+, 92), 202 (26), 200 (26), 122 (bp), 121 (56).

후처리

  1. temperatureAfter cooling
  2. customthe phases were separated
  3. extractionThe aqueous phase was extracted with ethylacetate (2×50 ml)
  4. dry with materialthe combined organic phases was dried (MgSO4)
  5. customevaporated under reduced pressure
  6. customto give an oil
  7. customThe residue was purified by flash column chromatography (isooctane)

출처 및 근거

ORD 기록
ord-949756c9332449b1bb888a4cc435b226
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07763639B2

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