6-Hydroxy-2-naphthoic acid → 1,1,1-Trifluorooctan-2-YL 6-hydroxynaphthalene-2-carboxylate

HRID 247801

反応式

HRID 247801 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]([OH:14])=[O:13])[CH:8]=2)[CH:3]=1.[F:15][C:16]([F:26])([F:25])[CH:17](O)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>C(Cl)CCl.S(=O)(=O)(O)O.O>[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12]([O:14][CH:17]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[C:16]([F:15])([F:25])[F:26])=[O:13])[CH:6]=[CH:5]2

参加物

6

反応物 2

HCID 855576-Hydroxy-2-naphthoic acidHCID 978042-Octanol, 1,1,1-trifluoro-

生成物 1

HCID 157248111,1,1-Trifluorooctan-2-YL 6-hydroxynaphthalene-2-carboxylate収率 31.9%

試薬・触媒・溶媒 3

HCID 1118Sulfuric Acid触媒HCID 111,2-Dichloroethane溶媒HCID 962Water溶媒

実験手順

To a solution of 2-hydroxy-6-carboxynaphthalene (2 g) and optically active 1,1,1-trifluoro-2-octyl alcohol (2.2 g) in ethylene chloride (50 ml) was added a few drops of conc. sulfuric acid, and the solution was refluxed under stirring for about two days. The solution obtained was poured in water in order to collect the organic layer. The layer was washed with aqueous sodium hydroxide solution and water, in this order, and dried over anhydrous magnesium sulfate. The solution was distilled to remove the solvent. The residue was purified by silica-gel column chromatography (developer : chloroform) to obtain the titled compound (1.2 g).

後処理

  1. temperaturethe solution was refluxed
  2. customThe solution obtained
  3. customto collect the organic layer
  4. washThe layer was washed with aqueous sodium hydroxide solution and water, in this order
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationThe solution was distilled
  7. customto remove the solvent
  8. customThe residue was purified by silica-gel column chromatography (developer : chloroform)

出典と根拠

ORDレコード
ord-84680a83cae6486b8fab0856dd1ddebc
出典データセット
uspto-grants-1993_05
特許番号
US05207947

関連ノート

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