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Hydrochloric Acid → (2E)-3-[1-benzyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]acrylic acid

HRID 30630
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HRID 30630 반응식
[CH2:1]([N:8]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[C:11](/[CH:20]=[CH:21]/[C:22]([O:24]CC)=[O:23])[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1C=C(/C=C/C(OCC)=O)C(C2C=CC(F)=CC=2)=N1)C1C=CC=CC=1.[OH-].[Na+].Cl>CO>[CH2:1]([N:8]1[C:12]([C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)=[C:11](/[CH:20]=[CH:21]/[C:22]([OH:24])=[O:23])[CH:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86602514ethyl (2E)-3-[1-benzyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]acrylateHCID 86602515HCID 86602515, 화합물

생성물 1

HCID 69208840(2E)-3-[1-benzyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]acrylic acid수율 95.1%

시약·촉매·용매 1

HCID 887
Methanol
용매

실험 절차

A mixture of the mixture (4.0 g) of ethyl (2E)-3-[1-benzyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]acrylate and ethyl (2E)-3-[1-benzyl-3-(4-fluorophenyl)-1H-pyrazol-4-yl]acrylate produced in Reference Example 32, a 2N aqueous sodium hydroxide solution (11 ml) and methanol (20 ml) was stirred at 60° C. for 14 hrs. 1N Hydrochloric acid (22 ml) was poured into the reaction mixture. The precipitated solids were collected by filtration, washed with water and isopropyl ether and dried with airflow to give a mixture (3.5 g, 95%) of (2E)-3-[1-benzyl-5-(4-fluorophenyl)-1H-pyrazol-4-yl]acrylic acid and (2E)-3-[1-benzyl-3-(4-fluorophenyl)-1H-pyrazol-4-yl]acrylic acid as a powder.

후처리

  1. customproduced in Reference Example 32
  2. filtrationThe precipitated solids were collected by filtration
  3. washwashed with water and isopropyl ether
  4. customdried with airflow

출처 및 근거

ORD 기록
ord-9f1e8276727b43adb184684a1d10c17e
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07423159B2

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