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

HRID 247801

반응식

HRID 247801 반응식
[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

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 1118Sulfuric Acid촉매HCID 111,2-Dichloroethane용매HCID 962Water용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-84680a83cae6486b8fab0856dd1ddebc
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05207947

연결된 노트

불러오는 중…