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Borane → HCID 86692421, 화합물

HRID 1748450
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HRID 1748450 반응식
B.[CH2:2]([O:4][C:5]([C:7]1[CH:8]=[N:9][N:10]([C:13]2[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=2)[C:11]=1[CH3:12])=[O:6])[CH3:3].C(=O)(O)[O-].[Na+]>O1CCCC1>[CH2:2]([O:4][C:5]([C:7]1[CH:8]=[N:9][N:10]([C:13]2[CH:14]=[CH:15][C:16]([CH2:17][OH:18])=[CH:20][CH:21]=2)[C:11]=1[CH3:12])=[O:6])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6331BoraneHCID 516892Sodium BicarbonateHCID 167709214-[4-(ethoxycarbonyl)-5-methyl-1H-pyrazol-1-yl]benzoic acid

생성물 1

HCID 86692421HCID 86692421, 화합물수율 67.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

0.93M Tetrahydrofuran solution of borane (18 ml) was added dropwise to a solution of 4-[4-(ethoxycarbonyl)-5-methyl-1H-pyrazol-1-yl]benzoic acid (3.0 g) in tetrahydrofuran (50 ml) at 0° C. and stirred at room temperature for three hours. After completion of the reaction, a saturated aqueous solution of sodium bicarbonate was added therein and extracted with ethyl acetate three times. The organic layer was washed with saturated brine, dried oner anhydrous sodium sulfate and concentrated in vacuo. The resulting residue was purified with NH silica gel column chromatography (n-hexene/ethyl acetate) to give 1-[4-(hydroxymethyl)phenyl]-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (1.93 g) as a white solid.

후처리

  1. customAfter completion of the reaction
  2. extractionextracted with ethyl acetate three times
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried oner anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe resulting residue was purified with NH silica gel column chromatography (n-hexene/ethyl acetate)

출처 및 근거

ORD 기록
ord-14cbcffbbe6d43e69affdeb36d9678a9
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150555B2

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