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Monobenzone → 2-(4-Benzyloxyphenoxy)-3-methylquinoxaline

HRID 64581
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인쇄 미리보기

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HRID 64581 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[H][H].Cl[C:21]1[C:30]([CH3:31])=[N:29][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[N:22]=1>CN(C)C=O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][C:21]2[C:30]([CH3:31])=[N:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=2)=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 7638MonobenzoneHCID 24758Sodium hydrideHCID 2362762-Chloro-3-methylquinoxalineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 136705372-(4-Benzyloxyphenoxy)-3-methylquinoxaline수율 75.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매
2회

반응 조건

온도
125 °C

실험 절차

In a nitrogen atmosphere, a solution of 28.0 g (0.14 mole) 4-benzyloxyphenol in 50 cc dimethylformamide was added dropwise at about 15° C. to 6.0 g (0.14 mole) 57% sodium hydride in 25 cc dimethylformamide. When the evolution of hydrogen ceased, 25.0 g (0.14 mole) 2-chloro-3-methylquinoxaline was added and the reaction mixture was heated at 125° C. for about 2 hours. After standing overnight at room temperature, the reaction mixture was poured into ice-water (~500 cc). The solid product was filtered and crystallized from methanol or acetonitrile to give 36.3 g of the title compound, m.p. 99°-102° C.

후처리

  1. filtrationThe solid product was filtered
  2. customcrystallized from methanol or acetonitrile

출처 및 근거

ORD 기록
ord-de6eff3a7be146daa0c035ffca4230da
출처 데이터셋
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04609396

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