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Iodine → Ibuprofen, (+-)-

HRID 1905552
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HRID 1905552 반응식
[C]=[O:2].[CH2:3]([C:7]1[CH:12]=[CH:11][C:10]([CH:13](O)[CH3:14])=[CH:9][CH:8]=1)[CH:4]([CH3:6])[CH3:5].II.[O:18]1[CH2:23]COCC1>[Cr].[Co].[Rh](I)(I)I>[CH2:3]([C:7]1[CH:12]=[CH:11][C:10]([CH:13]([CH3:14])[C:23]([OH:18])=[O:2])=[CH:9][CH:8]=1)[CH:4]([CH3:6])[CH3:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 807IodineHCID 312751,4-DioxaneHCID 1816541-[4-(2-Methylpropyl)phenyl]ethan-1-olHCID 178418416HCID 178418416, 화합물

생성물 1

HCID 3672Ibuprofen, (+-)-

시약·촉매·용매 2

HCID 4428348Rhodium iodide (RhI3)촉매
HCID 11332432
Hastelloy C
촉매

실험 절차

A 300-ml autoclave made of Hastelloy C was charged with 1.5 g (3.10 mmol) of rhodium iodide and 100 ml of dioxane, as a solvent, to cause a reaction to occur therein under a hydrogen pressure of 10 kg/cm2 and a carbon monoxide pressure of 30 kg/cm2 at 150° C. with stirring. After cooling the reaction mixture and relieving the pressure, 8.9 g (50.0 mmol) of α-(4-isobutylphenyl)ethyl alcohol and 0.40 g (3.15 mmol) of iodine were further added thereto and then the procedure of Example 1 was repeated. Thus 4.5 g of α-(4-isobutylphenyl)propionic acid was obtained.

후처리

  1. customa reaction
  2. temperatureAfter cooling the reaction mixture
  3. additionwere further added

출처 및 근거

ORD 기록
ord-ba8d917c913a443fa1d50ef643c4aa16
출처 데이터셋
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04843172

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