Sodium Hydroxide → 3-chloro-4-(2-methylpropyl)Benzoic acid

HRID 2189748

反応式

HRID 2189748 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH2:13][CH:14]([CH3:16])[CH3:15])[C:5]([O:7]CC)=[O:6].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][C:12]=1[CH2:13][CH:14]([CH3:16])[CH3:15])[C:5]([OH:7])=[O:6]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 59316731Ethyl 3-chloro-4-(2-methylpropyl)benzoate

生成物 1

HCID 593167203-chloro-4-(2-methylpropyl)Benzoic acid収率 86.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of ethyl 3-chloro-4-(2-methylpropyl)benzoate (D17) (1.76 g, 7.33 mmol), and aqueous sodium hydroxide (2M, 3.70 mL, 7.4 mmol) in ethanol (30 mL) was heated at 40° C. for 3 h. The reaction mixture was concentrated in vacuo and the residue partitioned between ethyl acetate (100 mL) and water (100 mL), the latter acidified with 2M HCl (4 mL). The aqueous layer was extracted with ethyl acetate (100 mL) and the combined organic extracts dried (phase separator) and concentrated in vacuo to give the title compound as a white solid (1.35 g, 6.36 mmol). MS (ES): C11H1335ClO2 requires 212; found 211 (M−H+).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue partitioned between ethyl acetate (100 mL) and water (100 mL)
  3. extractionThe aqueous layer was extracted with ethyl acetate (100 mL)
  4. customthe combined organic extracts dried (phase separator)
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-27fdfcaaff0a48a8be8c909b0c6adf57
出典データセット
uspto-grants-2012_12
特許番号
US08324254B2

関連ノート

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