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Potassium Hydroxide → 4-(4-chloro-1-ethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylic acid

HRID 1961054
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HRID 1961054 반응식
[Cl:1][C:2]1[CH:3]=[N:4][N:5]([CH2:16][CH3:17])[C:6]=1[C:7]1[CH:8]=[C:9]([C:12]([O:14]C)=[O:13])[S:10][CH:11]=1.[OH-].[K+]>C1COCC1.O>[Cl:1][C:2]1[CH:3]=[N:4][N:5]([CH2:16][CH3:17])[C:6]=1[C:7]1[CH:8]=[C:9]([C:12]([OH:14])=[O:13])[S:10][CH:11]=1
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참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 57826377methyl 4-(4-chloro-1-ethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate

생성물 1

HCID 670661664-(4-chloro-1-ethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylic acid수율 92.1%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

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온도
50 °C

실험 절차

To a solution of methyl 4-(4-chloro-1-ethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylate (0.3 g, 1.1 mmol) in THF/H2O (5 mL/0.5 mL) was added KOH (0.2 g, 3.4 mmol). The reaction mixture was heated to 50° C. for 4 h and then concentrated and diluted with H2O (2 mL). The pH was adjusted to 3 with aqueous HCl. The mixture was extracted with DCM (3×5 mL) and the collected organic fractions were concentrated under vacuum to give crude 4-(4-chloro-1-ethyl-1H-pyrazol-5-yl)-2-thiophenecarboxylic acid (260 mg) which was used directly without further purification. LC-MS (ES) m/z=256 (M+H)+.

후처리

  1. concentrationconcentrated
  2. additiondiluted with H2O (2 mL)
  3. extractionThe mixture was extracted with DCM (3×5 mL)
  4. concentrationthe collected organic fractions were concentrated under vacuum

출처 및 근거

ORD 기록
ord-94500905ca33467d802572eb16a56f80
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08410158B2

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