Sodium Bicarbonate → N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-hydroxymethyl-N-(2-methoxyphenyl)benzene sulfonamide

HRID 2470

反応式

HRID 2470 の反応式
[F:1][C:2]1[CH:43]=[CH:42][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[O:40][CH3:41])[S:17]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][O:27]C4CCCCO4)=[CH:22][CH:21]=3)(=[O:19])=[O:18])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][N:16]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[O:40][CH3:41])[S:17]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][OH:27])=[CH:22][CH:21]=3)(=[O:19])=[O:18])[CH2:12][CH2:13]2)=[O:7])=[CH:42][CH:43]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 19689959N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-tetrahydropyranyloxymethyl-N-(2-methoxyphenyl)benzene sulfonamide

生成物 1

HCID 19689938N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-hydroxymethyl-N-(2-methoxyphenyl)benzene sulfonamide収率 100.1%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-tetrahydropyranyloxymethyl-N-(2-methoxyphenyl)benzene sulfonamide (101 mg, 0.165 mmol) was dissolved in methanol (5 ml) to which was subsequently added p-toluenesulfonic acid monohydrate (35 mg, 0.18 mmol) at room temperature. After 2 hour of stirring at the same temperature, methanol was removed by evaporation, and the resulting reaction solution was mixed with saturated sodium bicarbonate aqueous solution (5 ml), extracted with ethyl acetate, and washed with water and saturated brine. The water layer was extracted with ethyl acetate, and washed with water and saturated brine, and the organic layers were combined and dried on anhydrous sodium sulfate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by a silica gel column chromatography (ethyl acetate) to obtain 87 mg (100%) of the title compound in the form of colorless oil.

後処理

  1. customat room temperature
  2. customwas removed by evaporation
  3. customthe resulting reaction solution
  4. extractionextracted with ethyl acetate
  5. washwashed with water and saturated brine
  6. extractionThe water layer was extracted with ethyl acetate
  7. washwashed with water and saturated brine
  8. dry with materialdried on anhydrous sodium sulfate
  9. customThereafter, the solvent was removed by evaporation
  10. customthe resulting residue was purified by a silica gel column chromatography (ethyl acetate)

出典と根拠

ORDレコード
ord-4d1b23c0b5a4476792e51a44f8a8659a
出典データセット
uspto-grants-1998_03
特許番号
US05728835

関連ノート

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