1-Octanol → HCID 54534880, Verbindung

HRID 1073299Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1073299
[C:1]([N:11]1[CH2:16][CH2:15][CH:14]([C:17]([OH:19])=[O:18])[CH2:13][CH2:12]1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2].C1(N=C=NC2CCCCC2)CCCCC1.[CH2:35](O)[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42]>C(Cl)Cl.N1(C2C=CN=CC=2)CCCC1>[C:1]([N:11]1[CH2:16][CH2:15][CH:14]([C:17]([O:19][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])=[O:18])[CH2:13][CH2:12]1)([O:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:2]

Komponenten

6

Edukt 3

HCID 9571-OctanolHCID 10868DicyclohexylcarbodiimideHCID 7364891-Carbobenzoxy-4-piperidinecarboxylic Acid

Produkt 1

HCID 54534880HCID 54534880, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 755674-PyrrolidinopyridineLösungsmittel

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

13.2 parts by weight of 1-carbobenzoxypiperidine-4-carboxylic acid are dissolved in 150 parts by volume of methylene chloride, 8 parts by volume of n-octanol and 0.7 part by weight of 4-pyrrolidinopyridine are added, and the mixture is cooled to 0 to 5° C. 12.0 parts by weight of dicyclohexylcarbodiimide are added, and the mixture is stirred at 5° C. for 2 hours and at room temperature for 4 hours. The mixture is left to stand overnight, the precipitated dicyclohexylurea is filtered off with suction (11.3 parts by weight), the solvent is stripped off in vacuo, the residue is stirred with diisopropyl ether in order to remove residual dicyclohexylurea and filtered, and the solvent is stripped off. 21 parts by weight of an oily residue are obtained. The residue is chromatographed on 1070 parts by weight of silica gel using CH2Cl2 /5% of methanol. 9.8 parts by weight of the compound (A) are obtained as an oil. ##STR42## 4-decyloxyphenoxy(4-benzoyl) chloroformate =(B)

Aufarbeitung

  1. additionare added
  2. waitThe mixture is left
  3. waitto stand overnight
  4. filtrationthe precipitated dicyclohexylurea is filtered off with suction (11.3 parts by weight)
  5. stirringthe residue is stirred with diisopropyl ether in order
  6. customto remove residual dicyclohexylurea
  7. filtrationfiltered
  8. custom21 parts by weight of an oily residue are obtained
  9. customThe residue is chromatographed on 1070 parts by weight of silica gel

Quellen und Nachweise

ORD-Eintrag
ord-f791ce0f76aa475ba378c32a0c180bd0
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04968798

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