Diethyl Sulfate → 2-Bromo-7-ethoxynaphthalene

HRID 891957

反応式

HRID 891957 の反応式
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([OH:12])=[CH:9]2)=[CH:4][CH:3]=1.S(OCC)(O[CH2:17][CH3:18])(=O)=O.C([O-])([O-])=O.[K+].[K+]>C(#N)C.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][C:8]([O:12][CH2:17][CH3:18])=[CH:7][CH:6]=2)[CH:11]=1

参加物

6

反応物 3

HCID 6163Diethyl SulfateHCID 11430Potassium CarbonateHCID 6138277-Bromo-2-naphthol

生成物 1

HCID 222401492-Bromo-7-ethoxynaphthalene収率 89%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 6342Acetonitrile溶媒

実験手順

To a solution of 7-bromo-naphth-2-ol (1.0 g, 4.5 mmol, prepared according to patent WO 0146187 A1) in acetonitrile (10 ml) was added diethyl sulfate (1.04 g, 6.7 mmol), K2CO3 (0.92 g) and tetrabutylammonium bromide (10 mg). The reaction mixture was refluxed for 1 hour, poured on water and extracted with CH2Cl2. The combined organic layers were dried over MgSO4, filtered and the solvent was removed under reduced pressure to provide 2-bromo-7-ethoxynaphthalene (89%), MS: m/e=252 (M+).

後処理

  1. temperatureThe reaction mixture was refluxed for 1 hour
  2. additionpoured on water
  3. extractionextracted with CH2Cl2
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. customthe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-258293cb967e432aaa11dcbe01b4630c
出典データセット
uspto-grants-2006_02
特許番号
US07005432B2

関連ノート

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