Lithium Hydroxide → 2-Chloro-4-methylbenzoic acid

HRID 6970

반응식

HRID 6970 반응식
[Cl:1][C:2]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[OH-].[Li+]>O1CCCC1.O>[Cl:1][C:2]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 22019481Methyl 2-chloro-4-methylbenzoate

생성물 1

HCID 27357552-Chloro-4-methylbenzoic acid수율 100%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

To methyl 2-chloro-4-methylbenzoate (1.00 g, 5.42 mmol) in tetrahydrofuran (10 mL) methyl alcohol (5 mL) and water (2.5 mL) is added 2N lithium hydroxide (8.12 mL, 16.2 mmol). The reaction mixture is heated at 50° C. for 2.5 hr, cooled to room temperature, and then quenched with 5N hydrochloric acid (3.24 mL). The mixture is concentrated to remove the tetrahydrofuran and methyl alcohol. A white precipitate is formed and is filtered. After drying, 0.922 g (100%) of 2-chloro-4-methylbenzoic acid is isolated. ES(−)MS m/z 169, (M−H)− consistent with 1 Cl.

후처리

  1. temperaturecooled to room temperature
  2. customquenched with 5N hydrochloric acid (3.24 mL)
  3. concentrationThe mixture is concentrated
  4. customto remove the tetrahydrofuran and methyl alcohol
  5. customA white precipitate is formed
  6. filtrationis filtered
  7. customAfter drying

출처 및 근거

ORD 기록
ord-cea61636641643349db50d2479857ff0
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084170B2

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