Sodium Hydroxide → 5-(4-(+/-)-(5-Nitro-2,4,6,7-tetramethyldihydrobenzofuran-2-ylmethyl)aminophenyl)pyrazole

HRID 1987766노트

반응식

HRID 1987766 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][N:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:13][C:14]1([CH:29]=O)[CH2:18][CH:17]2[CH:19]([CH3:28])[C:20]([N+:25]([O-:27])=[O:26])=[C:21]([CH3:24])[C:22]([CH3:23])=[C:16]2[O:15]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[OH-].[Na+]>C(Cl)Cl.O.C(O)(=O)C>[N+:25]([C:20]1[CH:19]([CH3:28])[CH:17]2[CH2:18][C:14]([CH2:13][NH:1][C:2]3[CH:3]=[CH:4][C:5]([C:8]4[NH:12][N:11]=[CH:10][CH:9]=4)=[CH:6][CH:7]=3)([CH3:29])[O:15][C:16]2=[C:22]([CH3:23])[C:21]=1[CH3:24])([O-:27])=[O:26]

참가 물질

8

반응물 4

HCID 14798Sodium HydroxideHCID 27353994-(1H-pyrazol-3-yl)anilineHCID 5049666Sodium triacetoxyborohydrideHCID 86607354HCID 86607354, 화합물

생성물 1

HCID 866088095-(4-(+/-)-(5-Nitro-2,4,6,7-tetramethyldihydrobenzofuran-2-ylmethyl)aminophenyl)pyrazole수율 95.6%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

0.77 g of 5-(4-aminophenyl)pyrazole and 1.00 g of 2,4,6,7-tetramethyl-5-nitrodihydrobenzofuran-2-aldehyde were dissolved in 33 ml of methylene chloride and 0.5 ml of acetic acid was added, followed by stirring at room temperature for 30 minutes. To the resulting reaction solution, 1.70 g of sodium triacetoxyborohydride was added, followed by stirring at room temperature for 20 hours. After the completion of the reaction, the reaction solution was poured into water, neutralized with an aqueous sodium hydroxide solution and then extracted with chloroform. The organic layer was washed with hydrochloric acid water, neutralized with an aqueous sodium hydroxide solution, and then the organic layer was washed with saturated saline and dried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure to obtain 1.5 g of the objective product.

후처리

  1. additionwas added
  2. stirringby stirring at room temperature for 20 hours
  3. customAfter the completion of the reaction
  4. extractionextracted with chloroform
  5. washThe organic layer was washed with hydrochloric acid water
  6. washthe organic layer was washed with saturated saline
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationThe solvent was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-c9784959338949df88a51bc22eebb189
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07553837B2

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