Triethylamine → Ethyl[2-[2-(5-cyano-2-methoxybenzenesulfonylamino)ethyl]-5-isopropylphenoxy]acetate

HRID 229585ノート

反応式

HRID 229585 の反応式
Cl.[CH2:2]([O:4][C:5](=[O:20])[CH2:6][O:7][C:8]1[CH:13]=[C:12]([CH:14]([CH3:16])[CH3:15])[CH:11]=[CH:10][C:9]=1[CH2:17][CH2:18][NH2:19])[CH3:3].C(N(CC)CC)C.[C:28]([C:30]1[CH:31]=[CH:32][C:33]([O:40][CH3:41])=[C:34]([S:36](Cl)(=[O:38])=[O:37])[CH:35]=1)#[N:29]>O1CCCC1.O>[CH2:2]([O:4][C:5](=[O:20])[CH2:6][O:7][C:8]1[CH:13]=[C:12]([CH:14]([CH3:16])[CH3:15])[CH:11]=[CH:10][C:9]=1[CH2:17][CH2:18][NH:19][S:36]([C:34]1[CH:35]=[C:30]([C:28]#[N:29])[CH:31]=[CH:32][C:33]=1[O:40][CH3:41])(=[O:38])=[O:37])[CH3:3]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 115287515-Cyano-2-methoxybenzene-1-sulfonyl chlorideHCID 18456984Ethyl[2-(2-aminoethyl)-5-isopropylphenoxy]acetate hydrochloride

生成物 1

HCID 17856206Ethyl[2-[2-(5-cyano-2-methoxybenzenesulfonylamino)ethyl]-5-isopropylphenoxy]acetate収率 72.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of 326 mg of ethyl[2-(2-aminoethyl)-5-isopropylphenoxy]acetate hydrochloride and 0.452 mL of triethylamine in a mixture of 10 mL of tetrahydrofuran and 5 mL of water was added 238 mg of 5-cyano-2-methoxybenzenesulfonyl chloride under ice-cooling, and the mixture was stirred at room temperature for 6 hours. To the reaction mixture was added 30 mL of water, and the mixture was extracted with 120 mL of ethyl acetate. The organic layer was washed with 100 mL of water, and 100 mL of brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: ethyl acetate-hexane) to give 343 mg of ethyl[2-[2-(5-cyano-2-methoxybenzenesulfonylamino)ethyl]-5-isopropylphenoxy]acetate.

後処理

  1. temperaturecooling
  2. extractionthe mixture was extracted with 120 mL of ethyl acetate
  3. washThe organic layer was washed with 100 mL of water, and 100 mL of brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe residue was purified by column chromatography on silica gel (eluent: ethyl acetate-hexane)

出典と根拠

ORDレコード
ord-c4342bf9b9cb47d89015383cf1866a71
出典データセット
uspto-grants-2009_07
特許番号
US07563822B2

反応ノート

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