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Phenethyl bromide → 1-(2-Phenylethyl)-3-amino-4-ethoxycarbonylpyrazole

HRID 1457480
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HRID 1457480 반응식
[OH-].[Na+].[NH2:3][C:4]1[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][NH:6][N:5]=1.Br[CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-].C1(C)C=CC=CC=1>[C:17]1([CH2:16][CH2:15][N:6]2[CH:7]=[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:4]([NH2:3])=[N:5]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 7666Phenethyl bromideHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 178469928HCID 178469928, 화합물

생성물 1

HCID 221038291-(2-Phenylethyl)-3-amino-4-ethoxycarbonylpyrazole수율 64.6%

시약·촉매·용매 2

HCID 21218
Trioctylmethylammonium chloride
촉매
HCID 1140Toluene용매

실험 절차

250 ml of toluene and 0.1 ml of aqueous 12.5M sodium hydroxide solution were added to a mixture of 15.69 g of ethyl 3-amino-4-pyrazolecarboxylate, 24.34 g of (2-bromoethyl)benzene, 2.54 g of Adogen 464 and 27.74 g of potassium carbonate, and heated under reflux for 2.5 hours. The reaction solution was washed with 200 ml of water and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was subjected to silica gel column chromatography (n-hexane-ethyl acetate=2:1→1:1→1:2) to obtain 16.94 g of 1-(2-phenylethyl)-3-amino-4-ethoxycarbonylpyrazole as colorless crystals.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 2.5 hours
  3. washThe reaction solution was washed with 200 ml of water
  4. dry with materialdried over magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-0d569ecc39c642f4a27ac271f5e38ea3
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05846991

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