Triphenylphosphine → 2-(4'-Nitro-biphenyl-4-yloxy)-3-phenyl-propionic acid methyl ester

HRID 493515노트

반응식

HRID 493515 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:17][O:18][C:19](=[O:29])[CH:20](O)[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C(OCC)C>[CH3:17][O:18][C:19](=[O:29])[CH:20]([O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-:16])=[O:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)[CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 1380784-Hydroxy-4'-nitrobiphenylHCID 518800Methyl 2-hydroxy-3-phenylpropanoate

생성물 1

HCID 688591992-(4'-Nitro-biphenyl-4-yloxy)-3-phenyl-propionic acid methyl ester

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
0 °C

실험 절차

A mixture of 4′-hydroxy-4-nitro-biphenyl (4.12 g, 19.1 mmol), prepared in step 2 of Example 16, 2-hydroxy-3-phenyl-propionic acid methyl ester (3.35 g, 18.5 mmol) and triphenylphosphine (4.12 g, 19.1 mmol) in diethyl ether was cooled under nitrogen to 0° C. Diisopropyl azodicarboxylate (6.09 mL, 30.96 mmol) was then added and the reaction allowed to come to room temperature and then stirred overnight at room temperature. The reaction was concentrated under reduced pressure. Purification of the residue on silica gel using 15% ethyl acetate hexanes as the eluent gave 2-(4′-nitro-biphenyl-4-yloxy)-3-phenyl-propionic acid methyl ester.

후처리

  1. customto come to room temperature
  2. concentrationThe reaction was concentrated under reduced pressure
  3. customPurification of the residue on silica gel using 15% ethyl acetate hexanes as the eluent

출처 및 근거

ORD 기록
ord-52faffd86cf34fc8b3a6bc8695541e6c
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534894B2

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