O-Xylene → Ethyl 4-(4-methylthiophenoxy)benzoate

HRID 257857노트

반응식

HRID 257857 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([S:8][CH3:9])=[CH:4][CH:3]=1.OC1[CH:21]=[CH:20][C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:13][CH:12]=1.[C:22](=O)([O-])[O-].[K+].[K+].C1(C)C(C)=CC=CC=1>[Cu].O>[CH3:22][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:21]=[CH:20][C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:13][CH:12]=2)=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 7237O-XyleneHCID 8434EthylparabenHCID 11430Potassium CarbonateHCID 660374-Bromothioanisole

생성물 1

HCID 10778595Ethyl 4-(4-methylthiophenoxy)benzoate수율 36.3%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 962Water용매

실험 절차

The mixture of 4-bromothioanisole (10.0 g, 49.2 mM), ethyl 4-hydroxybenzoate (8.17 g, 49.2 mM), potassium carbonate (6.80 g, 49.2 mM), copper (0.5 g) and xylene (300 ml) was stirred for 24 h under reflux. The mixture was cooled to the room temperature and poured into water. The mixture was filtered through celite, and the toluene solution was washed with water and brine, dried with magnesium sulfate, and concentrated in vacuo. The residue was chromatographed over silica gel to give ethyl 4-(4-methylthiophenoxy)benzoate (4.86 g, 36%) as colorless crystals, m.p. 46.4° C.

후처리

  1. temperatureunder reflux
  2. filtrationThe mixture was filtered through celite
  3. washthe toluene solution was washed with water and brine
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed over silica gel

출처 및 근거

ORD 기록
ord-0769222b9827460f93a1562ae2bd5b7f
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05264448

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