Lithium Hydroxide → 2-Chloro-4-methylbenzoic acid

HRID 351121

반응식

HRID 351121 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].[Li+].[OH-]>C1COCC1.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 THF (10 mL) MeOH (5 mL) and H2O (2.5 mL) is added 2N LiOH (8.12 mL, 16.2 mmol). The reaction mixture is heated at 50° C. for 2.5 hr, cooled to room temperature, then quenched with 5N HCl (3.24 mL). The mixture is concentrated to remove the TBF and MeOH. A white precipitate is formed and is filtered. After drying, 0.922 g (100%) of 2-chloro-4-methylbenzoic acid is isolated. ESIMS m/e 169 (M−−1; 35Cl) and 171 (M−−1; 37Cl).

후처리

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

출처 및 근거

ORD 기록
ord-16269d7e8d644fbea34327e0fb2c6251
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183320B2

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