Tributylphosphine → 3-(4-{1-[4-Ethyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-ethoxy}-2-methyl-phenyl)-propionic Acid Methyl Ester

HRID 860661노트

반응식

HRID 860661 반응식
[CH2:1]([C:3]1[N:4]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[O:6][C:7]=1[CH:8]([OH:10])[CH3:9])[CH3:2].[CH3:21][O:22][C:23](=[O:34])[CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29](O)=[CH:28][C:27]=1[CH3:33].C(P(CCCC)CCCC)CCC.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>C1(C)C=CC=CC=1.CCCCCC>[CH3:21][O:22][C:23](=[O:34])[CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:10][CH:8]([C:7]2[O:6][C:5]([C:11]3[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=3)=[N:4][C:3]=2[CH2:1][CH3:2])[CH3:9])=[CH:28][C:27]=1[CH3:33]

참가 물질

7

반응물 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 13551833Methyl 3-(4-Hydroxy-2-methylphenyl)propanoateHCID 587658011-[4-Ethyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-ethanol

생성물 1

HCID 102885253-(4-{1-[4-Ethyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-ethoxy}-2-methyl-phenyl)-propionic Acid Methyl Ester

시약·촉매·용매 2

HCID 1140Toluene용매2회HCID 8058Hexane용매

실험 절차

To a solution of 1-[4-ethyl-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-ethanol (0.114 g, 0.400 mmole) and 3-(4-Hydroxy-2-methyl-phenyl)-propionic acid methyl ester (0.0789, 0.400 mmole) in toluene (2 mL) at room temperature, is added tributylphosphine (0.200 mL, 0.800 mmole) followed by a solution of 1,1′-(azodicarbonyl)-dipiperidine (0.201 g, 0.800 mmole) in toluene (2 mL). The reaction is stirred overnight, then diluted with hexane (10 mL). The precipitate is removed through filtration and the filtrate is concentrated, loaded to a silica gel column, eluted with ethyl acetate in hexane (0–15%) and concentrated to provide the titled compound as a white solid. Mass [EI+] 462 (M+H)+.

후처리

  1. customThe precipitate is removed through filtration
  2. concentrationthe filtrate is concentrated
  3. washeluted with ethyl acetate in hexane (0–15%)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-bd1af94069db4636b5b98816e534ccb7
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07153878B2

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