2-Thiocresol → Ethyl 3-bromo-2-methoxy-(2-methylphenylthiomethyl)benzoate

HRID 2177744노트

반응식

HRID 2177744 반응식
[Br:1][C:2]1[C:3]([O:21][CH3:22])=[C:4]([C:10](CSC2C=CC=CC=2)=[CH:11][CH:12]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH3:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[SH:30].[C:31](=O)([O-])[O-].[K+].[K+]>C1COCC1>[Br:1][C:2]1[C:3]([O:21][CH3:22])=[C:4]([CH:10]=[CH:11][C:12]=1[CH2:31][S:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[CH3:23])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

참가 물질

5

반응물 3

HCID 87122-ThiocresolHCID 11430Potassium CarbonateHCID 67107500HCID 67107500, 화합물2회

생성물 1

HCID 67107587Ethyl 3-bromo-2-methoxy-(2-methylphenylthiomethyl)benzoate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of ethyl 3-bromo-6-bromomethyl-2-methoxybenzoate (Intermediate 87, 0.262 g), 2-methylthiophenol (0.096 ml) and potassium carbonate (0.28 g) in THF (5 ml) was stirred at room temperature for 3 days. The resultant mixture was partitioned between ethyl acetate and NaHCO3 (saturated aqueous solution). The separated organic phase was dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-30% to give ethyl 3-bromo-2-methoxy-(2-methylphenylthiomethyl)benzoate (0.24 g) as a gum.

후처리

  1. customThe resultant mixture was partitioned between ethyl acetate and NaHCO3 (saturated aqueous solution)
  2. dry with materialThe separated organic phase was dried (MgSO4)
  3. filtrationfiltered
  4. customThe filtrate was evaporated to dryness
  5. customthe residue was purified by chromatography on silica
  6. washeluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-30%

출처 및 근거

ORD 기록
ord-32c34a0988db45668196eeeec70cdda5
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09067905B2

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