p-Toluenesulfonic acid monohydrate → HCID 71271002、化合物

HRID 1752509ノート

反応式

HRID 1752509 の反応式
[CH3:1][O:2][C:3]([C:5]1[C:10]([Cl:11])=[CH:9][C:8]([C:12]([O:14]CC)=[CH2:13])=[CH:7][N:6]=1)=[O:4].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1COCC1.CC(OC)(C)C.C([O-])(O)=O.[Na+]>[CH3:1][O:2][C:3]([C:5]1[C:10]([Cl:11])=[CH:9][C:8]([C:12](=[O:14])[CH3:13])=[CH:7][N:6]=1)=[O:4]

参加物

6

反応物 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86689176HCID 86689176、化合物

生成物 1

HCID 71271002HCID 71271002、化合物

試薬・触媒・溶媒 3

HCID 8028Tetrahydrofuran溶媒HCID 15413tert-Butyl methyl ether溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

To a solution of 3-chloro-5-(1-ethoxy-vinyl)-pyridine-2-carboxylic acid methyl ester (359 mg, 1.485 mmol) in THF (3.6 ml) was added para-toluenesulfonic acid monohydrate (565 mg, 2.97 mmol) and the mixture was stirred for 1 h. The reaction mixture was diluted with TBME and sat. aq. NaHCO3, the layers were separated and the aq. Phase was extracted with TBME. The combined organic layers were washed with sat. aq. NaHCO3 and sat. aq. NaCl, dried with MgSO4, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (cyclohexane/EtOAc 9:1 to 6/1) to provide the title compound as yellow solid.

後処理

  1. customthe layers were separated
  2. extractionthe aq. Phase was extracted with TBME
  3. washThe combined organic layers were washed with sat. aq. NaHCO3 and sat. aq. NaCl
  4. dry with materialdried with MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by chromatography on silica gel (cyclohexane/EtOAc 9:1 to 6/1)

出典と根拠

ORDレコード
ord-eee9d074c9da4055953ac5328b6c0c58
出典データセット
uspto-grants-2015_10
特許番号
US09163011B2

反応ノート

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