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

HRID 374538노트

반응식

HRID 374538 반응식
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

참가 물질

8

반응물 3

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

생성물 1

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

시약·촉매·용매 4

HCID 23938Palladium촉매HCID 176Acetic Acid용매HCID 3776Isopropanol용매HCID 8857Ethyl Acetate용매

실험 절차

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 liltrate 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 crystallized 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, 61.6; N, 8.0; Cl, 10.1%.

후처리

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

출처 및 근거

ORD 기록
ord-b19c25c5e3eb4efe9ce2095669593636
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05480910

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