Cesium carbonate → 1-(4-Hydroxyphenoxy)-2-(3-Methoxyphenyl)-6-Methoxynaphthalene

HRID 2414303노트

반응식

HRID 2414303 반응식
Cl.ClCCN1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[C:11]([O-:14])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[OH:14][C:6]1[CH:7]=[CH:8][C:9]([O:14][C:11]2[C:8]3[C:7](=[CH:6][C:11]([O:14][CH3:11])=[CH:10][CH:9]=3)[CH:8]=[CH:9][C:10]=2[C:8]2[CH:7]=[CH:6][CH:7]=[C:10]([O:14][CH3:11])[CH:9]=2)=[CH:10][CH:6]=1

참가 물질

4

반응물 2

HCID 10796Cesium carbonateHCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochloride

생성물 1

HCID 120741751-(4-Hydroxyphenoxy)-2-(3-Methoxyphenyl)-6-Methoxynaphthalene수율 320%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 1.5 g (4 mmol) of 1-(4-hydroxyphenoxy)-2-(3-methoxyphenyl)-6-methoxynaphthalene in 40 mL of DMF was prepared. To this solution was added 920 mg (5 mmol) of 2-chloroethylpiperidine hydrochloride and 5.2 g (16 mmol) of Cs2CO3, the reaction was stirred at ambient temperature under a nitrogen atmosphere for sixteen hours. The solvents were removed by evaporation and the residue partioned between water and EtOAc. The EtOAc layer was washed with water, then brine, dried with Na2SO4, and evaporated to dryness. The residue was dissolved in 10 mL of MeOH and 1 mL of 5N HCl was added. The solvents were removed by evaporation and the product crystallized from EtOAc. This yielded 1.8 g of the title compound as a white solid, mp 161-162° C.

후처리

  1. customThe solvents were removed by evaporation
  2. washThe EtOAc layer was washed with water
  3. dry with materialbrine, dried with Na2SO4
  4. customevaporated to dryness
  5. dissolutionThe residue was dissolved in 10 mL of MeOH
  6. addition1 mL of 5N HCl was added
  7. customThe solvents were removed by evaporation
  8. customthe product crystallized from EtOAc

출처 및 근거

ORD 기록
ord-354c64350d50427690f7d9092ff3a4f6
출처 데이터셋
uspto-grants-2004_11
특허 번호
US06812244B2

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