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Dimethyl Sulfate → Methyl 2,6-bis(trifluoromethyl)benzoate

HRID 1720084
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HRID 1720084 반응식
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]([F:15])([F:14])[F:13])[C:4]=1[C:5]([OH:7])=[O:6].[OH-].[Na+].S(OC)(O[CH3:24])(=O)=O.C(=O)(O)[O-].[Na+]>O1CCCC1>[F:1][C:2]([F:16])([F:17])[C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]([F:13])([F:15])[F:14])[C:4]=1[C:5]([O:7][CH3:24])=[O:6]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6497Dimethyl Sulfate2회HCID 14798Sodium HydroxideHCID 906182,6-Bis(trifluoromethyl)benzoic acidHCID 516892Sodium Bicarbonate

생성물 1

HCID 22420073Methyl 2,6-bis(trifluoromethyl)benzoate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

A solution of 6 g of 2,6-bis-trifluoromethyl-benzoic acid, 60 ml of tetrahydrofuran and 11.58 ml of a 2N sodium hydroxide solution was stirred for 30 minutes at 20° C. and after the reaction medium was cooled to 0° C., 4.26 ml of dimethyl sulfate were added. The mixture was stirred for 1 hour at 20° C. and another 2.1 ml of dimethyl sulfate were added. The reaction mixture was stirred for 24 hours at 20° C. and was then poured into an aqueous solution of sodium bicarbonate, extracted with isopropyl ether, then with ethyl acetate, dried, filtered, rinsed and brought to dryness. After chromatographing on silica (eluant hexane-ethyl acetate (9-1)), 5.59 g of the desired product were obtained.

후처리

  1. stirringThe reaction mixture was stirred for 24 hours at 20° C.
  2. extractionextracted with isopropyl ether
  3. dry with materialwith ethyl acetate, dried
  4. filtrationfiltered
  5. washrinsed

출처 및 근거

ORD 기록
ord-10051caaf91948bb9e33dbc7b71de408
출처 데이터셋
uspto-grants-1996_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05504112

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