Hydrochloric Acid → 4-[2-(2-Hydroxy-2-phenylethylamino)ethoxy]phenylacetamide hydrochloride

HRID 1647855ノート

反応式

HRID 1647855 の反応式
C([N:8]([CH2:18][CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]([NH2:30])=[O:29])=[CH:23][CH:22]=1)[CH2:9][CH:10]([OH:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)C1C=CC=CC=1.CCOCC.[ClH:36]>CC(O)C.C(O)(=O)C.[Pd].C(OCC)(=O)C>[ClH:36].[OH:17][CH:10]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:9][NH:8][CH2:18][CH2:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][C:28]([NH2:30])=[O:29])=[CH:23][CH:22]=1

参加物

8

反応物 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 117419734-[2-(N-benzyl-N-(2-hydroxy-2-phenylethyl)amino)ethoxy]phenylacetamide

生成物 1

HCID 189972404-[2-(2-Hydroxy-2-phenylethylamino)ethoxy]phenylacetamide hydrochloride

試薬・触媒・溶媒 4

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒HCID 3776Isopropanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A preformed solution of 4-[2-(N-benzyl-N-(2-hydroxy-2-phenylethyl)amino)ethoxy]phenylacetamide in propan-2-ol and glacial acetic acid (see below) was hydrogenated in the presence of 10% w/w palladium on carbon (1.0 g) at about 20 bar and 60° C. for 12 hours. The mixture was cooled, filtered and the filtrate was evaporated under reduced pressure. The residual oil thus obtained was dissolved in ethyl acetate and treated with a solution of ether saturated with hydrogen chloride. The precipitated solid was crystallised from methanol to give 4-[2-(2-hydroxy-2-phenylethylamino)ethoxy]phenylacetamide hydrochloride (6.8 g), m.p. 250°-251° C. (softens at about 248° C.); microanalysis: found C, 61.2; H, 6.5; N, 8.3; Cl, 10.3%; required for C18H23ClN2O3 : C, 61.6; H, 6.6; N, 8.0; Cl, 10.1%.

後処理

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. customthe filtrate was evaporated under reduced pressure
  4. customThe residual oil thus obtained
  5. customThe precipitated solid was crystallised from methanol

出典と根拠

ORDレコード
ord-664c74f9b87f48e6b7b2228fa44fb17a
出典データセット
uspto-grants-1995_07
特許番号
US05434184

反応ノート

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