Sodium Hydroxide → 4-Cyclopropyl-2-ethyl-5-iodobenzoic acid

HRID 541370ノート

反応式

HRID 541370 の反応式
[CH:1]1([C:4]2[C:13]([I:14])=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[C:6]([CH2:15][CH3:16])[CH:5]=2)[CH2:3][CH2:2]1.[OH-].[Na+]>CO>[CH:1]1([C:4]2[C:13]([I:14])=[CH:12][C:7]([C:8]([OH:10])=[O:9])=[C:6]([CH2:15][CH3:16])[CH:5]=2)[CH2:2][CH2:3]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 68288857Methyl 4-cyclopropyl-2-ethyl-5-iodobenzoate2 回

生成物 1

HCID 682889274-Cyclopropyl-2-ethyl-5-iodobenzoic acid収率 92%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

To a solution of methyl 4-cyclopropyl-2-ethyl-5-iodobenzoate (compound 226.4, 2.50 g, 7.57 mmol, 1.00 equiv) in methanol (40 mL) was added aqueous sodium hydroxide (3.10 g, 77.5 mmol, 10.0 equiv, in 10 mL water). The resulting mixture was stirred for 15 h at 60° C. in an oil bath. After cooling to ambient temperature, the organic solvent was removed under reduced pressure and pH of the remaining aqueous layer was adjusted to 4 with hydrogen chloride (aq, 1 M). The solids were collected by filtration and dried in an oven under reduced pressure to yield 2.20 g (92%) of 4-cyclopropyl-2-ethyl-5-iodobenzoic acid as a white solid.

後処理

  1. temperatureAfter cooling to ambient temperature
  2. customthe organic solvent was removed under reduced pressure and pH of the remaining aqueous layer
  3. filtrationThe solids were collected by filtration
  4. customdried in an oven under reduced pressure

出典と根拠

ORDレコード
ord-0e2b08c945114a4f9d74168d5d0673df
出典データセット
uspto-grants-2014_10
特許番号
US08871790B2

反応ノート

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