Lithium hydroxide, monohydrate → 3-[(Dipropylamino)carbonyl]-5-Ethylbenzoic Acid

HRID 14003

反応式

HRID 14003 の反応式
O.[OH-].[Li+].[CH2:4]([N:7]([CH2:22][CH2:23][CH3:24])[C:8]([C:10]1[CH:11]=[C:12]([CH:17]=[C:18]([CH2:20][CH3:21])[CH:19]=1)[C:13]([O:15]C)=[O:14])=[O:9])[CH2:5][CH3:6]>C1COCC1.CO.O.O.Cl>[CH2:22]([N:7]([CH2:4][CH2:5][CH3:6])[C:8]([C:10]1[CH:11]=[C:12]([CH:17]=[C:18]([CH2:20][CH3:21])[CH:19]=1)[C:13]([OH:15])=[O:14])=[O:9])[CH2:23][CH3:24]

参加物

6

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 22593628Methyl 3-((dipropylamino)carbonyl]-5-ethylbenzoate

生成物 1

HCID 225936423-[(Dipropylamino)carbonyl]-5-Ethylbenzoic Acid

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒HCID 21892291Methanol tetrahydrofuran water溶媒

反応条件

温度
22.5 °C

実験手順

Lithium hydroxide monohydrate (0.0680 g, 1.6 mmol) is added to a mixture of methyl 3-[(dipropylamino)carbonyl]-5-ethylbenzoate (PREPARATION 20, 0.450 g, 1.6 mmol) in a mixture of THF/methanol/water (2/1/1, 8 mL). The mixture is stirred at 20-25 degrees C. for 3 hours. The mixture is then diluted with water (20 mL) and hydrochloric acid (1 N) is added to bring the pH to less than 3. The aqueous mixture is extracted with ethyl acetate. The organic phase is separated and washed with saline, dried over anhydrous magnesium sulfate, filtered and concentrated to give the title compound, MS (ESI+) for C16H23NO3 m/z (M+H)+=278.2.

後処理

  1. additionis added
  2. extractionThe aqueous mixture is extracted with ethyl acetate
  3. customThe organic phase is separated
  4. washwashed with saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-a595837486be4e039d4224f92ba8f393
出典データセット
uspto-grants-2010_06
特許番号
US07727997B2

関連ノート

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