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Water → 5-Chloro-2-(4-fluorophenyl)-2-methoxyvaleric acid

HRID 599611
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HRID 599611 반응식
[OH-].[Na+].[Cl:3][CH2:4][CH2:5][CH2:6][C:7]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)([O:12][CH3:13])[C:8]([O:10]C)=[O:9].O>C1COCC1.CO>[Cl:3][CH2:4][CH2:5][CH2:6][C:7]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)([O:12][CH3:13])[C:8]([OH:10])=[O:9]
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참가 물질

6

반응물 3

HCID 962WaterHCID 14798Sodium Hydroxide2회HCID 67067459Methyl 5-chloro-2-(4-fluorophenyl)-2-methoxyvalerate

생성물 1

HCID 670671515-Chloro-2-(4-fluorophenyl)-2-methoxyvaleric acid수율 81.5%

시약·촉매·용매 2

HCID 887Methanol용매2회
HCID 8028
Tetrahydrofuran
용매

실험 절차

A 4 N sodium hydroxide solution (0.2 mL) was added to a mixed solution of methyl 5-chloro-2-(4-fluorophenyl)-2-methoxyvalerate (141 mg) in THF (1 mL) and methanol (0.5 mL), and the reaction solution was stirred at room temperature for 3.5 hours. Methanol (0.5 mL) and a 4 N sodium hydroxide solution (0.1 mL) were added to the reaction solution, and the reaction solution was further stirred at room temperature for 1.5 hours. Water was added to the reaction solution which was then washed with diethyl ether. 1 N hydrochloric acid (1.4 mL) and ethyl acetate were added to the resulting aqueous layer, and the organic layer was separated. The resulting ethyl acetate layer was washed with brine and dried over anhydrous magnesium sulfate. The resulting ethyl acetate layer was concentrated under reduced pressure to obtain 109 mg of the title compound. The property values of the compound are as follows.

후처리

  1. stirringthe reaction solution was further stirred at room temperature for 1.5 hours
  2. washwas then washed with diethyl ether
  3. addition1 N hydrochloric acid (1.4 mL) and ethyl acetate were added to the resulting aqueous layer
  4. customthe organic layer was separated
  5. washThe resulting ethyl acetate layer was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationThe resulting ethyl acetate layer was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4f264d2ed8b34311acace847a764ff30
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897632B2

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