2-[4-(4-Chlorophenyl)phenyl]-5-ethyl-5-phenyl-1,3-dioxolan-4-one → 2-[4-(4-Chlorophenyl)benzyloxy]-2-phenylbutyric acid

HRID 1702540노트

반응식

HRID 1702540 반응식
[H][H].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]3[O:20][C:19](=[O:21])[C:18]([CH2:28][CH3:29])([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[O:17]3)=[CH:12][CH:11]=2)=[CH:6][CH:5]=1>[Pd].C(O)C.C1(C)C=CC=CC=1>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16][O:17][C:18]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)([CH2:28][CH3:29])[C:19]([OH:21])=[O:20])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1

참가 물질

6

반응물 2

HCID 127737622-[4-(4-Chlorophenyl)phenyl]-5-ethyl-5-phenyl-1,3-dioxolan-4-oneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 103397752-[4-(4-Chlorophenyl)benzyloxy]-2-phenylbutyric acid

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 1140Toluene용매

실험 절차

Hydrogen gas was allowed to react with a stirred suspension of 2-[4-(4-chlorophenyl)phenyl]-5-ethyl-5-phenyl-1,3-dioxolan-4-one (3.8 g.) and 5% w/w palladium on carbon (0.2 g.) in ethanol (160 ml.) at 55° to 60° C. and atmospheric pressure for four hours. The mixture was diluted with toluene (50 ml.). The solid material was separated by filtration and the filtrate was evaporated. The resultant solid may be purified by high pressure liquid chromatography on "Spherisorb"* 5μ ODS solid phase using an eluant containing acetonitrile (62% v/v), water (37.9% v/v) and phosphoric acid (0.1% v/v) using ultraviolet absorbance at 262 μm for detection to give 2-[4-(4-chlorophenyl)benzyloxy]-2-phenylbutyric acid identical to that obtained in previous examples.

후처리

  1. customThe solid material was separated by filtration
  2. customthe filtrate was evaporated
  3. customThe resultant solid may be purified by high pressure liquid chromatography on "Spherisorb"* 5μ ODS solid phase
  4. additioncontaining acetonitrile (62% v/v), water (37.9% v/v) and phosphoric acid (0.1% v/v)

출처 및 근거

ORD 기록
ord-d75311eeeefc4893bef64b87166c0a1a
출처 데이터셋
uspto-grants-1982_09
특허 번호
US04348322

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