Lithium Hydroxide → 2-Chloro-4-methylbenzoic acid

HRID 351121

反応式

HRID 351121 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 27357552-Chloro-4-methylbenzoic acid収率 100%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-16269d7e8d644fbea34327e0fb2c6251
出典データセット
uspto-grants-2007_02
特許番号
US07183320B2

関連ノート

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