1-(toluene-4-sulfonyl)-1H-pyrazole-3-carbaldehyde → 1-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propan-1-ol

HRID 1698222

반응식

HRID 1698222 반응식
[C:1]1([CH3:17])[CH:6]=[CH:5][C:4]([S:7]([N:10]2[CH:14]=[CH:13][C:12]([CH:15]=[O:16])=[N:11]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH2:18]([Mg]Cl)[CH3:19]>C1COCC1.[Cl-].N>[C:1]1([CH3:17])[CH:2]=[CH:3][C:4]([S:7]([N:10]2[CH:14]=[CH:13][C:12]([CH:15]([OH:16])[CH2:18][CH3:19])=[N:11]2)(=[O:9])=[O:8])=[CH:5][CH:6]=1

참가 물질

5

반응물 2

HCID 592783701-(toluene-4-sulfonyl)-1H-pyrazole-3-carbaldehydeHCID 178461633HCID 178461633, 화합물

생성물 1

HCID 592783481-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propan-1-ol

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 20976574Ammonia chloride용매

실험 절차

To a chilled (−40° C.) solution of 1-(toluene-4-sulfonyl)-1H-pyrazole-3-carbaldehyde (1.50 g, 5.99 mmol) in THF was added a 2 M solution of ethylmagnesium chloride (3.00 mL, 6.00 mmol) in THF. After 3 hours, the mixture was diluted with saturated aqueous ammonia chloride and extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate and the concentrated in vacuo. The residue was purified by reversed-phase HPLC. The major fractions were combined and the solvent was concentrated in vacuo to afford 1-[1-(toluene-4-sulfonyl)-1H-pyrazol-3-yl]-propan-1-ol.

후처리

  1. extractionextracted with EtOAc
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationthe concentrated in vacuo
  5. customThe residue was purified by reversed-phase HPLC
  6. concentrationthe solvent was concentrated in vacuo

출처 및 근거

ORD 기록
ord-b22d0ac40ed14dbb8b3ead96c8f63a0c
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163918B2

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