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Dimethyl Sulfoxide → Propyl 2-[5-(2-nitro-4-trifluoromethylphenoxy)-2-methylthiophenoxy]propionate

HRID 325829
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HRID 325829 반응식
[N+:1]([C:4]1[CH:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:17]=[CH:16][C:5]=1[O:6][C:7]1[CH:8]=[CH:9][C:10](SC)=[C:11](O)[CH:12]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].Br[CH:31]([CH3:38])[C:32]([O:34][CH2:35][CH2:36][CH3:37])=[O:33].C[S:40]([CH3:42])=O>CCCCCC.C(OCC)(=O)C.O>[N+:1]([C:4]1[CH:19]=[C:18]([C:20]([F:21])([F:22])[F:23])[CH:17]=[CH:16][C:5]=1[O:6][C:7]1[CH:12]=[CH:11][C:10]([CH3:9])=[C:42]([CH:8]=1)[S:40][CH:31]([CH3:38])[C:32]([O:34][CH2:35][CH2:36][CH3:37])=[O:33])([O-:3])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 527505Propyl 2-bromopropanoateHCID 204628175-(2-Nitro-4-trifluoromethylphenoxy) 2-(methylthio)phenol

생성물 1

HCID 131713485Propyl 2-[5-(2-nitro-4-trifluoromethylphenoxy)-2-methylthiophenoxy]propionate

시약·촉매·용매 2

HCID 962
Water
용매
HCID 21226206Ethyl acetate hexane용매

실험 절차

5-(2-Nitro-4-trifluoromethylphenoxy)-2-(methylthio)phenol (0.05 mole), potassium carbonate (0.2 mole), propyl 2-bromopropionate (0.08 mole) and dimethylsulfoxide (200 ml) are charged into a 500 ml glass reaction flask equipped with a mechanical stirrer. The reaction mixture is stirred at room temperature for a period of about 8 hours. After this time the mixture is poured into 500 ml of water. The resulting mixture is extracted three times with 100 ml portions of methylene chloride. The extracts are then combined, washed with water and thereafter dried. The dried solution is then stripped of solvent under reduced pressure to leave a residue. The residue is subjected to chromatography using a clay column and hexane/ethyl acetate mixtures as the eluant. The fractions containing the product are combined and stripped of solvent to yield the desired product propyl 2-[5-(2-nitro-4-trifluoromethylphenoxy)-2-methylthiophenoxy]propionate as the residue.

후처리

  1. customequipped with a mechanical stirrer
  2. extractionThe resulting mixture is extracted three times with 100 ml portions of methylene chloride
  3. washwashed with water
  4. customdried
  5. customto leave a residue
  6. additionThe fractions containing the product

출처 및 근거

ORD 기록
ord-542b03ca93174f40838a0ec31060b92c
출처 데이터셋
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04443248

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