Selectfluor → Methyl 5-fluoro-6-hydroxynaphthalene-1-carboxylate

HRID 1925361노트

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HRID 1925361 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=[CH:5]2.[B-](F)(F)(F)[F:17].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>C(#N)C.C(OCC)(=O)C>[F:17][C:3]1[C:2]([OH:1])=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]([O:14][CH3:15])=[O:13]

참가 물질

5

반응물 2

HCID 2724933SelectfluorHCID 11367671Methyl 6-hydroxy-1-naphthoate

생성물 1

HCID 24823729Methyl 5-fluoro-6-hydroxynaphthalene-1-carboxylate

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

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온도
85 °C

실험 절차

To a stirred solution of methyl 6-hydroxy-1-naphthoate (25 g, 123.8 mmol) in anhydrous acetonitrile (130 mL), SelectFluor (45 g, 127.5 mmol) was added and the reaction vessel sealed (sealed tube). The reaction mixture was heated to 85° C. for 3 d. The reaction mixture was allowed to cool to RT, diluted with ethyl acetate and washed with water, then brine, dried with Na2SO4, filtered and evaporated. The mixture was purified by column chromatography using methylene chloride as the eluent. The title compound was obtained as a tan solid.

후처리

  1. customthe reaction vessel sealed
  2. custom(sealed tube)
  3. temperatureto cool to RT
  4. washwashed with water
  5. dry with materialbrine, dried with Na2SO4
  6. filtrationfiltered
  7. customevaporated
  8. customThe mixture was purified by column chromatography

출처 및 근거

ORD 기록
ord-b43d0d7d09c1476f8bddcd14619abc56
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178557B2

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