Hydrochloric Acid → HCID 19962351、化合物

HRID 53336ノート

反応式

HRID 53336 の反応式
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][CH2:14][CH2:15][C:16]2[CH:17]=[C:18]([CH2:31][CH2:32][C:33]([OH:35])=[O:34])[CH:19]=[C:20]([C:22](=[O:30])[C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)[CH:21]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1.Cl.C(OCC)(=O)C>C(O)C>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([S:10]([NH:13][CH2:14][CH2:15][C:16]2[CH:17]=[C:18]([CH2:31][CH2:32][C:33]([OH:35])=[O:34])[CH:19]=[C:20]([CH:22]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)[OH:30])[CH:21]=2)(=[O:12])=[O:11])=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 4311764Sodium borohydrideHCID 199623683-[2-[(4-Chlorophenyl)sulphonylamino]ethyl]-5-(4-fluorobenzoyl)benzenepropanoic acid

生成物 1

HCID 19962351HCID 19962351、化合物収率 71.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Sodium borohydride (0.077 g) was added portionwise to a suspension of 3-[2-[(4-chlorophenyl)sulphonylamino]ethyl]-5-(4-fluorobenzoyl)benzenepropanoic acid (0.50 g) in ethanol (12 ml), and the resulting solution was stirred at room temperature for 18 hours. 2N hydrochloric acid (5 ml) was added dropwise followed by ethyl acetate (50 ml), and the mixture was stirred for 1 hour. The organic layer was separated, washed with water and dried (MgSO4). The solvent was evaporated and the residue was chromatographed on silica gel. The column was eluted with hexane/ethyl acetate (5:1), followed by hexane/ethyl acetate/acetic acid (50:50:1), gradually increasing the polarity to give a ratio of 10:90:1. The product fractions were combined and evaporated to give the title compound as a gum (0.36 g), Rf 0.45 (SS 15). Found: C,58.58; H,4.71; N,2.65. C24H23ClFNO5S requires C,58.59; H,4.71; N,2.85%.

後処理

  1. stirringthe mixture was stirred for 1 hour
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried (MgSO4)
  5. customThe solvent was evaporated
  6. customthe residue was chromatographed on silica gel
  7. washThe column was eluted with hexane/ethyl acetate (5:1)
  8. temperaturegradually increasing the polarity
  9. customto give a ratio of 10:90:1
  10. customevaporated

出典と根拠

ORDレコード
ord-a614f5cea31c4cddabb873dd7a93c038
出典データセット
uspto-grants-1997_04
特許番号
US05618941

反応ノート

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