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

HRID 2079605ノート

反応式

HRID 2079605 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-512a9d46513b489095e7cb4249b6e0e3
出典データセット
uspto-grants-2011_04
特許番号
US07932269B2

反応ノート

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