Lithium hydroxide, monohydrate → [(4-Chlorophenyl)-(3-methoxy-benzenesulfonyl)-amino]-acetic acid

HRID 2079605노트

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HRID 2079605 반응식
C[O:2][C:3](=[O:24])[CH2:4][N:5]([C:17]1[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=1)[S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1)(=[O:8])=[O:7].O.[OH-].[Li+]>C1COCC1>[Cl:23][C:20]1[CH:19]=[CH:18][C:17]([N:5]([CH2:4][C:3]([OH:24])=[O:2])[S:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=2)(=[O:7])=[O:8])=[CH:22][CH:21]=1

참가 물질

4

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 57788185[(4-Chlorophenyl)-(3-methoxy-benzenesulphonyl)-amino]-acetic acid methyl ester

생성물 1

HCID 57788180[(4-Chlorophenyl)-(3-methoxy-benzenesulfonyl)-amino]-acetic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
25 °C

실험 절차

To a solution of [(4-chlorophenyl)-(3-methoxy-benzenesulfonyl)-amino]-acetic acid methyl ester (1.03 g, 2.7 mmol) in THF (20 mL) was added an aqueous solution (10 mL) of lithium hydroxide monohydrate (168 mg, 4.0 mmol) slowly under ice-cooled condition. The reaction mixture was stirred for 2 h at 25° C. THF was evaporated in vacuo and water was added. The mixture was washed with diethyl ether. The aqueous layer was acidified with 1(N) hydrochloride acid to pH 6, and extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with water, dried (Na2SO4), and evaporated under reduced pressure to yield the title compound as pure solid compound, which used as such in the final coupling reaction. Yield: 810 mg (84%).

후처리

  1. temperaturecooled condition
  2. customTHF was evaporated in vacuo and water
  3. additionwas added
  4. washThe mixture was washed with diethyl ether
  5. extractionextracted with ethyl acetate (3×20 mL)
  6. washThe combined organic layers were washed with water
  7. dry with materialdried (Na2SO4)
  8. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-512a9d46513b489095e7cb4249b6e0e3
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932269B2

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