Ethanol → HCID 20144501、化合物

HRID 649043ノート

反応式

HRID 649043 の反応式
[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

参加物

6

反応物 4

HCID 702EthanolHCID 712FormaldehydeHCID 8021DiethylamineHCID 20144512HCID 20144512、化合物

生成物 1

HCID 20144501HCID 20144501、化合物

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-18fe0a073c3c4bc1abd1f40290875388
出典データセット
uspto-grants-1988_04
特許番号
US04737517

反応ノート

読み込み中…