Morpholine → HCID 69944285, Verbindung

HRID 1978090Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1978090
N1CCOCC1.C([O:10][C:11]([C@H:13]([CH2:27][CH:28]([CH3:30])[CH3:29])[C@H:14]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]([O:17][CH3:18])=[O:16])=[O:12])C=C>O1CCCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:11]([C@H:13]([CH2:27][CH:28]([CH3:30])[CH3:29])[C@H:14]([O:19][CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:15]([O:17][CH3:18])=[O:16])([OH:12])=[O:10]

Komponenten

5

Edukt 2

HCID 8083MorpholineHCID 69943797HCID 69943797, Verbindung

Produkt 1

HCID 69944285HCID 69944285, VerbindungAusbeute 121,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

0.39 ml of morpholine and 0.05 g of tetrakis(triphenylphosphine)palladium(0) were added to a stirred solution of 0.15 g of methyl 3(R)-(allyloxycarbonyl)-2(S)-benzyloxy-5-methylhexanoate in 5 ml of tetrahydrofuran under a nitrogen atmosphere. After stirring the mixture for 0.5 hour the solvent was evaporated. The residue was dissolved in dichloromethane and washed in succession with 2M aqueous hydrochloric acid and water. The organic phase was dried over anhydrous magnesium sulphate and the solvent was evaporated. The residue was dissolved in diethyl ether and filtered. The diethyl ether solution was evaporated to give 0.16 g of methyl 3(R)-carboxy-2(S)-benzyloxy-5-methylhexanoate in the form of a yellow oil.

Aufarbeitung

  1. customwas evaporated
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed in succession with 2M aqueous hydrochloric acid and water
  4. dry with materialThe organic phase was dried over anhydrous magnesium sulphate
  5. customthe solvent was evaporated
  6. dissolutionThe residue was dissolved in diethyl ether
  7. filtrationfiltered
  8. customThe diethyl ether solution was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-9a48ea7c47b84e3ebdb4d2dc61f24d4d
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06235787B1

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