Lithium Chloride → Ethyl[2-[2-(5-cyano-2-hydroxybenzenesulfonylamino)ethyl]-5-isopropylphenoxy]acetate

HRID 733370ノート

反応式

HRID 733370 の反応式
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([O:31]C)=[C:7]([S:9]([NH:12][CH2:13][CH2:14][C:15]2[CH:27]=[CH:26][C:25]([CH:28]([CH3:30])[CH3:29])=[CH:24][C:16]=2[O:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])(=[O:11])=[O:10])[CH:8]=1)#[N:2].[Cl-].[Li+]>CN(C)C=O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([OH:31])=[C:7]([S:9]([NH:12][CH2:13][CH2:14][C:15]2[CH:27]=[CH:26][C:25]([CH:28]([CH3:30])[CH3:29])=[CH:24][C:16]=2[O:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])(=[O:10])=[O:11])[CH:8]=1)#[N:2]

参加物

4

反応物 2

HCID 433294Lithium ChlorideHCID 17856206Ethyl[2-[2-(5-cyano-2-methoxybenzenesulfonylamino)ethyl]-5-isopropylphenoxy]acetate

生成物 1

HCID 17856212Ethyl[2-[2-(5-cyano-2-hydroxybenzenesulfonylamino)ethyl]-5-isopropylphenoxy]acetate収率 96.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
140 °C

実験手順

To a solution of 148 mg of ethyl [2-[2-(5-cyano-2-methoxy-benzenesulfonylamino)ethyl]-5-isopropylphenoxy]acetate in 3 mL of N,N-dimethylformamide was added 41 mg of lithium chloride, and the mixture was stirred at 140° C. for 3 hours. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. To the residue was added aqueous 10% citric acid solution to adjust pH4, and the mixture was extracted with 100 mL of ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give 139 mg of ethyl [2-[2-(5-cyano-2-hydroxybenzenesulfonylamino)-ethyl]-5-isopropylphenoxy]acetate.

後処理

  1. temperatureAfter being cooled to room temperature
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionTo the residue was added aqueous 10% citric acid solution
  4. extractionthe mixture was extracted with 100 mL of ethyl acetate
  5. washThe organic layer was washed with water and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-eb9cd44af2cf412c92dceb833b7d4842
出典データセット
uspto-grants-2009_09
特許番号
US07589126B2

反応ノート

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