Sodium Hydroxide → 4-Isopropoxy-3-(trifluoromethyl)benzoic acid

HRID 2189768ノート

反応式

HRID 2189768 の反応式
[CH3:1][CH:2]([O:4][C:5]1[CH:16]=[CH:15][C:8]([C:9]([O:11]C(C)C)=[O:10])=[CH:7][C:6]=1[C:17]([F:20])([F:19])[F:18])[CH3:3].[OH-].[Na+]>C(O)C>[CH3:3][CH:2]([O:4][C:5]1[CH:16]=[CH:15][C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]=1[C:17]([F:18])([F:20])[F:19])[CH3:1]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 59201795Isopropyl 4-isopropoxy-3-(trifluoromethyl)benzoate

生成物 1

HCID 225977674-Isopropoxy-3-(trifluoromethyl)benzoic acid収率 93.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a mixture of 1-methylethyl 4-[(1-methylethyl)oxy]-3-(trifluoromethyl)benzoate (D35) (704 mg, 2.43 mmol) in ethanol (110 mL) was added aqueous sodium hydroxide (2M, 12.2 mL, 24.3 mmol) and the reaction heated to reflux for 1 h. The mixture was concentrated in vacuo and the residue partitioned between ethyl acetate (100 mL) and water (100 mL) and acidified with aqueous hydrochloric acid (2M, 13 mL). The aqueous layer was extracted further with ethyl acetate (100 mL) and the combined organic layers dried and concentrated in vacuo to give the title compound as a yellow solid (563 mg). MS (ES): C11H11F3O3 requires 248; found 247 (M−H+).

後処理

  1. temperaturethe reaction heated
  2. temperatureto reflux for 1 h
  3. concentrationThe mixture was concentrated in vacuo
  4. customthe residue partitioned between ethyl acetate (100 mL) and water (100 mL)
  5. extractionThe aqueous layer was extracted further with ethyl acetate (100 mL)
  6. customthe combined organic layers dried
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d73d5942489d492188e6e8ae0879bfae
出典データセット
uspto-grants-2012_12
特許番号
US08324254B2

反応ノート

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