Hydrochloric Acid → 6-Chloro-3-fluoro-2-methylbenzoic acid

HRID 1396620노트

반응식

HRID 1396620 반응식
[Cl:1][C:2]1[C:7]([C:8]([O:10]C)=[O:9])=[C:6]([CH3:12])[C:5]([F:13])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>O1CCOCC1.O>[Cl:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([CH3:12])[C:5]([F:13])=[CH:4][CH:3]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68748152methyl 6-chloro-3-fluoro-2-methylbenzoate

생성물 1

HCID 687529126-Chloro-3-fluoro-2-methylbenzoic acid

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

Methyl 6-chloro-3-fluoro-2-methylbenzoate 65 (14 g, 69 mmol, 1 eq) and NaOH (13.8 g, 345 mmol, 5 eq) were dissolved in a mixture of 1,4-dioxane (10 mL) and H2O (130 mL), and the resulting mixture was stirred at reflux overnight. The reaction mixture was cooled to RT and neutralized with conc. HCl to adjust the pH value to 1. The mixture was extracted with DCM (3×60 mL). The combined organic layers were washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo to afford the product 6-chloro-3-fluoro-2-methylbenzoic acid 66. The product was used directly in the next step.

후처리

  1. temperatureat reflux overnight
  2. extractionThe mixture was extracted with DCM (3×60 mL)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-7be8cf25c5424d77a586f9561f335b1f
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901133B2

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