Hydrochloric Acid → HCID 21931913, Verbindung

HRID 1243926Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1243926
[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][C:8]=2[CH2:16]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:18]([OH:22])(=[O:21])[CH2:19][SH:20].B(F)(F)F.[CH3:27][CH2:28]OCC.Cl>ClCCCl.O>[C:1]1([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][C:8]=2[CH2:16][S:20][CH2:19][C:18]([O:22][CH2:27][CH3:28])=[O:21])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 1133Thioglycolic AcidHCID 8000Boron trifluoride etherateHCID 11770077HCID 11770077, Verbindung

Produkt 1

HCID 21931913HCID 21931913, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 111,2-DichloroethaneLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

A 250 mL round-bottom flask containing a magnetic stirring bar equipped with a reflux condenser was charged with 1.6 g (0.00717 mol) of compound 62, 0.8 mL (0.00717 mol) of thioglycolic acid and 50 mL of 1,2-dichloroethane. At 0° C., 1.4 mL (0.0107 mol) of BF3.Et2O dissolved in 10 mL of 1,2-dichloroethane was added slowly. The resulting mixture was stirred for 15 minutes and then 100 mL of water and 10 mL of HCl (1N) were added. The product was extracted with 2×50 mL of ethyl acetate. The organic layer was dried over magnesium sulfate, filtered and evaporated to dryness. The crude product was used for the next step (preparation of Example 18).

Aufarbeitung

  1. additionA 250 mL round-bottom flask containing a magnetic stirring bar
  2. customequipped with a reflux condenser
  3. additionwas added slowly
  4. extractionThe product was extracted with 2×50 mL of ethyl acetate
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness
  8. customThe crude product was used for the next step (preparation of Example 18)

Quellen und Nachweise

ORD-Eintrag
ord-14ed299eff2c4519b7b777f4e27e1b68
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07119214B2

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