1,2-Dichloroethane → 2H-1-Benzopyran-2-one, 7-(2-bromoethoxy)-4-methyl-

HRID 979396ノート

反応式

HRID 979396 の反応式
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:13])=[CH:7][C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1.[OH-].[Na+].[Br:16][CH2:17][CH2:18]Br.C(Cl)CCl>[Cl-].C([N+](CCCC)(CCCC)CCCC)C1C=CC=CC=1.ClCCl>[Br:16][CH2:17][CH2:18][O:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:13])=[CH:7][C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 111,2-DichloroethaneHCID 78391,2-DibromoethaneHCID 14798Sodium HydroxideHCID 52805674-Methylumbelliferone

生成物 1

HCID 3444002H-1-Benzopyran-2-one, 7-(2-bromoethoxy)-4-methyl-収率 70%

試薬・触媒・溶媒 2

HCID 159952Benzyltributylammonium chloride触媒HCID 6344Dichloromethane溶媒

実験手順

17.62 g. (0.1 mole) 7-hydroxy-4-methyl-coumarin (4-methyl-umbelliferon) are dissolved in a 8% aqueous solution of 0.2 mole sodium hydroxide and a solution of 4 g. benzyl-tributyl-ammonium-chloride phase transfer catalyst and 37.5 g. (0.2 mole) 1,2-dibromo-ethane in 200 ml. ethylene-chloride is added. The mixture is heated for 14 hours under stirring and allowed to cool. 60 ml. dichloromethane are added, the mixture is filtered and the organic layer is separated from the filtrate and washed with distilled water, dried and evaporated. 19.82 g. (0.07 mole) 7-(2'-bromo-ethyl-oxy)-4-methyl-coumarin are obtained, melting point: 94°-97° C.

後処理

  1. temperatureThe mixture is heated for 14 hours
  2. temperatureto cool
  3. filtrationthe mixture is filtered
  4. customthe organic layer is separated from the filtrate
  5. washwashed with distilled water
  6. customdried
  7. customevaporated

出典と根拠

ORDレコード
ord-d8337c7d86f94438bd5eec236a7d1c73
出典データセット
uspto-grants-1987_05
特許番号
US04668274

反応ノート

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