Sodium Hydroxide → Y86EH62Njl

HRID 2288108ノート

反応式

HRID 2288108 の反応式
C([O:3][C:4]([C:6]1([NH:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1)=[O:5])C.[OH-].[Na+]>C(O)C>[F:29][C:26]1[CH:25]=[CH:24][C:23]([O:22][C:19]2[CH:18]=[CH:17][C:16]([S:13]([NH:12][C:6]3([C:4]([OH:5])=[O:3])[CH2:11][CH2:10][O:9][CH2:8][CH2:7]3)(=[O:14])=[O:15])=[CH:21][CH:20]=2)=[CH:28][CH:27]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 544554294-[4-(4-Fluorophenoxy)benzenesulfonylamino]tetrahydropyran-4-carboxylic acid ethyl ester

生成物 1

HCID 21868557Y86EH62Njl収率 98%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 4-[4-(4-fluorophenoxy)benzenesulfonylamino]tetrahydropyran-4-carboxylic acid ethyl ester (34.19 grams, 0.807 mole) in ethanol (330 mL) was treated with aqueous 3 M sodium hydroxide solution (330 mL, 0.990 mole) and heated to reflux overnight. The solvent was evaporated under vacuum and the residue partitioned between water and diethyl ether. The aqueous layer was washed with diethyl ether, acidified to pH 1 with 3N aqueous hydrochloric acid solution and extracted with ethyl acetate. After washing with water, the organic extract was dried over sodium soulfate, and concentrated to give 4-[4-(4-fluorophenoxy)benzenesulfonylamino]tetrahydropyran-4-carboxylic acid (31.26 grams, 98%) as a white crystalline solid. 1HNMR (CDCl3) δ 7.73 (d, 2H), 7.03 (t, 2H) 6.96 (m, 2H), 6.91 (d, 2H), 3.56 (m, 2H), 3.43 (br m, 3H), 2.01 (m, 2H), 1.80 (br d, 2H). MS Atmospheric Pressure Chemical Ionization Mass Spectra: 394 (M+ -1) (-ion).

後処理

  1. temperatureheated
  2. temperatureto reflux overnight
  3. customThe solvent was evaporated under vacuum
  4. customthe residue partitioned between water and diethyl ether
  5. washThe aqueous layer was washed with diethyl ether
  6. extractionextracted with ethyl acetate
  7. washAfter washing with water
  8. extractionthe organic extract
  9. dry with materialwas dried over sodium soulfate
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-f5412b50b5e245b68328dbc71c24b776
出典データセット
uspto-grants-2000_07
特許番号
US06087392

反応ノート

読み込み中…