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Hydrochloric Acid → HCID 69046355, 화합물

HRID 1866827
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HRID 1866827 반응식
II.[Mg].[C:4]([O:7][C:8]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=1[CH:15](Br)[CH2:16][CH2:17]Br)(=[O:6])[CH3:5].Cl>C1COCC1>[C:4]([O:7][C:8]1[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=1[CH:15]1[CH2:17][CH2:16]1)(=[O:6])[CH3:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 807IodineHCID 5462224MagnesiumHCID 69048007HCID 69048007, 화합물

생성물 1

HCID 69046355HCID 69046355, 화합물수율 100.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Iodine (catalytic amount) was added to a mixture of magnesium (95.2 mg, 3.96 mmol) and anhydrous THF (2 ml) under a nitrogen atmosphere and the mixture was stirred at room temperature for 30 minutes. Subsequently, a solution of 2-(1,3-dibromopropyl)-6-fluorophenyl acetate (1.17 g, 3.30 mmol) in anhydrous THF (6 ml) was added to the mixture over 10 minutes at 80° C. After the mixture was stirred at 80° C. for 1 hour, the mixture was further stirred at room temperature for 1 hour. The reaction mixture was ice-cooled and 1M hydrochloric acid (15 ml) was added thereto. The mixture was stirred at room temperature for 1 hour and extracted with a 10% ethyl acetate-90% hexane (V/V) solvent mixture (2×20 ml). The organic layer was combined and successively washed with water (3×20 ml) and a saturated aqueous NaCl solution (20 ml), followed by drying with anhydrous sodium sulfate. After the solid was removed by filtration, the filtrate was concentrated to obtain 645 mg of 2-cyclopropyl-6-fluorophenyl acetate as a brown oil.

후처리

  1. stirringAfter the mixture was stirred at 80° C. for 1 hour
  2. stirringthe mixture was further stirred at room temperature for 1 hour
  3. temperaturecooled
  4. stirringThe mixture was stirred at room temperature for 1 hour
  5. extractionextracted with a 10% ethyl acetate-90% hexane (V/V) solvent mixture (2×20 ml)
  6. washsuccessively washed with water (3×20 ml)
  7. dry with materialby drying with anhydrous sodium sulfate
  8. customAfter the solid was removed by filtration
  9. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-ce3acd8fb86a409d934caab8a6560abe
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07629494B2

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