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

HRID 979396노트

반응식

HRID 979396 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 159952Benzyltributylammonium chloride촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d8337c7d86f94438bd5eec236a7d1c73
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04668274

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