Hydrochloric Acid → 3-[3-(Trifluoromethyl)phenoxy]propanoic acid

HRID 391354노트

반응식

HRID 391354 반응식
[H-].[Na+].[OH:3][C:4]1[CH:5]=[C:6]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:8][CH:9]=1.[C:14]1(=[O:18])[O:17][CH2:16][CH2:15]1.Cl>O.CN(C)C=O>[F:13][C:10]([F:11])([F:12])[C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[O:3][CH2:16][CH2:15][C:14]([OH:18])=[O:17]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 2365Beta-PropiolactoneHCID 73763-(Trifluoromethyl)phenolHCID 24758Sodium hydride

생성물 1

HCID 139538203-[3-(Trifluoromethyl)phenoxy]propanoic acid

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Sodium hydride (550 mg) was added to an N,N-dimethylformamide (20.0 mL) solution of 3-hydroxybenzotrifluoride (2.0 g), and the reaction mixture was stirred at room temperature for one hour. β-Propiolactone (1.0 mL) was added thereto, and the solution was stirred at room temperature for 2.5 hours. Water was then added to the solution, and the pH was adjusted to 2 with 2 N hydrochloric acid. The solution was extracted with ethyl acetate. The organic layer was sequentially washed with water and a saturated brine and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and n-hexane was then added to the residue to perform crystallization. The title compound (2.2 g) was obtained as colorless crystals.

후처리

  1. stirringthe solution was stirred at room temperature for 2.5 hours
  2. extractionThe solution was extracted with ethyl acetate
  3. washThe organic layer was sequentially washed with water
  4. dry with materiala saturated brine and then dried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off under reduced pressure, and n-hexane
  6. additionwas then added to the residue
  7. customcrystallization

출처 및 근거

ORD 기록
ord-59642f11c649458e83ef1e27c0ed5c02
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383839B2

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