Lithium Hydroxide → 2-Chloro-4-methylbenzoic acid

HRID 6970

反応式

HRID 6970 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].[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]

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 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.

後処理

  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

出典と根拠

ORDレコード
ord-cea61636641643349db50d2479857ff0
出典データセット
uspto-grants-2006_08
特許番号
US07084170B2

関連ノート

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