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

HRID 1925361ノート

反応式

HRID 1925361 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
85 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b43d0d7d09c1476f8bddcd14619abc56
出典データセット
uspto-grants-2012_05
特許番号
US08178557B2

反応ノート

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