p-Toluenesulfonic acid monohydrate → HCID 71271002, 화합물

HRID 1752509노트

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HRID 1752509 반응식
[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]

참가 물질

6

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86689176HCID 86689176, 화합물

생성물 1

HCID 71271002HCID 71271002, 화합물

시약·촉매·용매 3

HCID 8028Tetrahydrofuran용매HCID 15413tert-Butyl methyl ether용매HCID 516892Sodium Bicarbonate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-eee9d074c9da4055953ac5328b6c0c58
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09163011B2

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