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Benzenepropanoic acid → (S)-4-Isopropyl-2-phenethyl-4,5-dihydrooxazole

HRID 1365101
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HRID 1365101 반응식
[C:1]1([CH2:7][CH2:8][C:9]([OH:11])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:12][C@H:13]([CH2:17]O)[CH:14]([CH3:16])[CH3:15]>ClC1C=CC=CC=1>[CH:14]([C@H:13]1[CH2:17][O:11][C:9]([CH2:8][CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[N:12]1)([CH3:16])[CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 107Benzenepropanoic acidHCID 640993L-Valinol

생성물 1

HCID 13435839(S)-4-Isopropyl-2-phenethyl-4,5-dihydrooxazole수율 86%

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

실험 절차

Under an argon atmosphere, a mixture of 3-phenylpropionic acid (3.0 mmol), (L)-valinol (3.6 mmol), Zn4(OCOCF3)6O (0.15 mmol) and chlorobenzene (5 mL) was heated under reflux for 12 hours. From the resulting solution, the solvent was removed using an evaporator, and the residues were purified by silica gel column chromatography (hexane/ethyl acetate=10/1 (V/V)) to give (S)-4-isopropyl-2-(2-phenylethyl)-1,3-oxazoline in 86% yield.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 12 hours
  3. customFrom the resulting solution, the solvent was removed
  4. customan evaporator
  5. customthe residues were purified by silica gel column chromatography (hexane/ethyl acetate=10/1 (V/V))

출처 및 근거

ORD 기록
ord-a7970cc0ba3f48908a2f943eb9c439c1
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07888513B2

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