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

HRID 229585노트

반응식

HRID 229585 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-c4342bf9b9cb47d89015383cf1866a71
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07563822B2

반응 노트

불러오는 중…