Ethanol → HCID 20144501, 화합물

HRID 649043노트

반응식

HRID 649043 반응식
[CH3:1][C:2]1[C:11]2[C:6](=[C:7]([Cl:13])[C:8]([OH:12])=[CH:9][CH:10]=2)[O:5][C:4](=[O:14])[CH:3]=1.[CH2:15](O)[CH3:16].[CH2:18]([NH:20][CH2:21]C)[CH3:19].C=O>C(Cl)(Cl)Cl>[CH3:1][C:2]1[C:11]2[C:6](=[C:7]([Cl:13])[C:8]([OH:12])=[C:9]([CH2:21][N:20]([CH2:15][CH3:16])[CH2:18][CH3:19])[CH:10]=2)[O:5][C:4](=[O:14])[CH:3]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 712FormaldehydeHCID 8021DiethylamineHCID 20144512HCID 20144512, 화합물

생성물 1

HCID 20144501HCID 20144501, 화합물

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

21 g of 4-methyl-7-hydroxy-8-chlorocoumarin are mixed with 180 ml of ethanol, 20 ml of chloroform, 9.5 of of diethylamine and 11.2 g of 35% aqueous formaldehyde solution. The mixture is refluxed for 20 hours, being kept in constant agitation meanwhile; the ethanol and chloroform are evaporated in vacuum. The residue is solubilized in the methylenechloride-ethyl acetate-methanol mixture (7+3+1) and the solution is used for a chromatographic separation on silica, eluting with the same mixture of solvents. 4-methyl-6-diethylaminomethyl-7-hydroxy-8-chlorocoumarin is thus obtained. It is then treated with ethyl acetate and then, by adding gaseous hydrochloric acid, crystalline hydrochloride is formed. The precipitate is separated and crystallized from ethyl acetate. After filtering and drying the crystals, hydrochloride of 4-methyl-6-diethylaminomethyl-7-hydroxy-8-chlorocoumarin is obtained.

후처리

  1. temperatureThe mixture is refluxed for 20 hours
  2. customthe ethanol and chloroform are evaporated in vacuum
  3. customthe solution is used for a chromatographic separation on silica
  4. washeluting with the same mixture of solvents

출처 및 근거

ORD 기록
ord-18fe0a073c3c4bc1abd1f40290875388
출처 데이터셋
uspto-grants-1988_04
특허 번호
US04737517

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