Hydrochloric Acid → HCID 76842371, Verbindung

HRID 2115631Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2115631
[CH3:1][C:2]([CH2:9][CH2:10][CH:11]=[C:12]([CH3:15])[CH:13]=[O:14])=[CH:3][CH2:4][O:5][C:6](=[O:8])[CH3:7].CC(=CC)C.P([O-])(O)(O)=[O:22].[Na+].Cl([O-])=O.[Na+].Cl>C(O)(C)(C)C.O.C(OCC)(=O)C>[C:6]([O:5][CH2:4][CH:3]=[C:2]([CH3:1])[CH2:9][CH2:10][CH:11]=[C:12]([CH3:15])[C:13]([OH:22])=[O:14])(=[O:8])[CH3:7]

Komponenten

9

Edukt 5

HCID 313Hydrochloric AcidHCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 566095533,7-Dimethyl-8-oxoocta-2,6-dien-1-yl acetate

Produkt 1

HCID 76842371HCID 76842371, VerbindungAusbeute 130,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6386tert-ButanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of aldehyde 230a (19.5 g, 92.7 mmol) in 300 mL of tert-butyl alcohol was added 2-methyl-2-butene (98.0 mL, 925 mmol). To this was added a solution of sodium dihydrogen phosphate (44.5 g, 371 mmol) in 300 mL of water. Sodium chlorite (33.6 g, 371 mmol) was added in several portions. The resulting mixture was rapidly stirred overnight at room temperature. Ethyl acetate was added and the aqueous layer was acidified to pH 3 by addition of 1 M HCl. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (3×200 mL). The combined organic extracts were washed with brine, dried over MgSO4, and reduced to dryness in vacuo. The crude product (27.4 g, 121 mmol, >100% yield) was used in the next step without further purification:

Aufarbeitung

  1. customThe organic layer was separated
  2. extractionthe aqueous layer was extracted with ethyl acetate (3×200 mL)
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over MgSO4

Quellen und Nachweise

ORD-Eintrag
ord-6142d84143944cc7980a8b7a974a360a
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07435861B2

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