2-Phenylbenzofuran-7-carboxylic acid → 2-Cyclohexylbenzofuran-7-carboxylic acid

HRID 1761906

Reaktionsgleichung

Reaktionsgleichung von HRID 1761906
[C:1]1([C:7]2[O:8][C:9]3[C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=[CH:12][C:10]=3[CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CO.O1CCCC1.[Pt]=O>[CH:1]1([C:7]2[O:8][C:9]3[C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=[CH:12][C:10]=3[CH:11]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

5

Edukt 1

HCID 142297062-Phenylbenzofuran-7-carboxylic acid

Produkt 1

HCID 142297092-Cyclohexylbenzofuran-7-carboxylic acidAusbeute 60,1 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 82844Platinum oxide (PtO)KatalysatorHCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2.5 g of 2-phenylbenzofuran-7-carboxylic acid is dissolved in a mixture of 80 ml of methanol and 16 ml of tetrahydrofuran and 0.5 g of platinum oxide is added to the solution. The mixture is subjected to catalytic hydrogenation under atmospheric pressure. The reaction mixture is filtered and the filtrate is evaporated to remove solvent. The residue is purified by silica gel column chromatography (solvent; chloroform:methanol=20:1) to give 1.54 g of 2-cyclohexylbenzofuran-7-carboxylic acid as colorless oil.

Aufarbeitung

  1. additionis added to the solution
  2. filtrationThe reaction mixture is filtered
  3. customthe filtrate is evaporated
  4. customto remove solvent
  5. customThe residue is purified by silica gel column chromatography (solvent; chloroform:methanol=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-6e53bd05d1db455ca47f8363c774f39f
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04829067

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