1,2-Dibromoethane → 2,2,4-trimethyl-7-(2'-bromo-ethyl-oxy)-(2H)-chromene

HRID 979395

反応式

HRID 979395 の反応式
[CH3:1][C:2]1([CH3:14])[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[CH:5][C:6]([OH:13])=[CH:7][CH:8]=2)[O:3]1.[OH-].[Na+].C1C=CC=CC=1.[Cl-].C([NH+](CCCC)CCCC)CCC.[Br:37][CH2:38][CH2:39]Br>C(Cl)Cl>[CH3:1][C:2]1([CH3:14])[CH:11]=[C:10]([CH3:12])[C:9]2[C:4](=[CH:5][C:6]([O:13][CH2:39][CH2:38][Br:37])=[CH:7][CH:8]=2)[O:3]1

参加物

6

反応物 4

HCID 78391,2-DibromoethaneHCID 14798Sodium HydroxideHCID 111379242,2,4-trimethyl-2H-chromen-7-olHCID 19833285Benzene tributyl-ammonium-chloride

生成物 1

HCID 201999632,2,4-trimethyl-7-(2'-bromo-ethyl-oxy)-(2H)-chromene収率 65%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a 8% aqueous solution of 0.1 mole (19.02 g.) 2,2,4-trimethyl-7-hydroxy-(2H)-chromene and 0.2 mole (8 g.) sodium hydroxide 4 g. of benzene-tributyl-ammonium-chloride as phase transfer catalyst and a solution of 0.2 mole 1,2-dibromo-ethane in 200 ml. methylene-chloride are added under stirring and the solution is heated for 12 hours. After cooling the organic layer is separated and dried above sodium sulphate and evaporated. The residue is dissolved in 50 ml. diethyl-ether and the substance is precipitated by adding 300 ml. of n-hexane. The solvent is decanted from the precipitated substance. Thus 19.38 g. (0.065 mole) product are obtained in the form of a white waxy oily substance.

後処理

  1. temperaturethe solution is heated for 12 hours
  2. temperatureAfter cooling the organic layer
  3. customis separated
  4. dry with materialdried above sodium sulphate
  5. customevaporated
  6. dissolutionThe residue is dissolved in 50 ml
  7. customdiethyl-ether and the substance is precipitated
  8. additionby adding 300 ml
  9. customThe solvent is decanted from the precipitated substance

出典と根拠

ORDレコード
ord-4169638a2260490ea0bb37594a12537a
出典データセット
uspto-grants-1987_05
特許番号
US04668274

関連ノート

読み込み中…