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Hydroquinone → N-Formylmethyl-N-(2-pyridyl)cyclohexanecarboxamide

HRID 649807
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HRID 649807 반응식
C[O:2][CH:3](OC)[CH2:4][N:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)[C:6]([CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7].C1(C=CC(O)=CC=1)O.C(=O)([O-])[O-].[Na+].[Na+]>Cl>[CH:3]([CH2:4][N:5]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)[C:6]([CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7])=[O:2]
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참가 물질

5

반응물 3

HCID 785HydroquinoneHCID 10340Sodium CarbonateHCID 21713913N-[(2,2-Dimethoxy)ethyl]-N-(2-pyridyl)cyclohexanecarboxamide

생성물 1

HCID 21713921N-Formylmethyl-N-(2-pyridyl)cyclohexanecarboxamide수율 68%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

반응 조건

온도
80 °C

실험 절차

A solution consisting of 0.6 g of Compound 1A, 0.02 g of hydroquinone in 10 mL of 2 N HCl was stirred, under a nitrogen atmosphere, for 0.5 h at a temperature of 80° C. The resultant mixture was then cooled with a water bath and ice, followed by alkalinization with a 5% aqueous sodium carbonate solution (pH=9), and then by extraction with dichloromethane (2×10 mL). The obtained organic phase was dried over anhydrous sodium sulphate and evaporated to dryness. The obtained end-product material (Compound 1B; yield 68%) was suitable for use in subsequent reactions, with no additional purification processing.

후처리

  1. extractionby extraction with dichloromethane (2×10 mL)
  2. dry with materialThe obtained organic phase was dried over anhydrous sodium sulphate
  3. customevaporated to dryness

출처 및 근거

ORD 기록
ord-f599f8dd3e8e41aa826aafda9de5093f
출처 데이터셋
uspto-grants-2001_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06271234B1

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