Methyl 7-phthalimidohept-5-ynoate → 7-Phthalimidohept-5-ynoic Acid

HRID 358619Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 358619
[C:1]1(=[O:21])[N:5]([CH2:6][C:7]#[C:8][CH2:9][CH2:10][CH2:11][C:12]([O:14]C)=[O:13])[C:4](=[O:16])[C:3]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:2]12>Cl.CC(C)=O.O>[C:4]1(=[O:16])[N:5]([CH2:6][C:7]#[C:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])[C:1](=[O:21])[C:2]2=[CH:20][CH:19]=[CH:18][CH:17]=[C:3]12

Komponenten

5

Edukt 1

HCID 20066955Methyl 7-phthalimidohept-5-ynoate

Produkt 1

HCID 154705147-Phthalimidohept-5-ynoic AcidAusbeute 81,2 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 180AcetoneLösungsmittelHCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

Methyl 7-phthalimidohept-5-ynoate (1.45 g) was dissolved in a mixture of concentrated hydrochloric acid (7.3 ml), acetone (30 ml) and water (14.6 ml) and the resulting solution was heated at reflux for 3.5 hours. The solution was cooled and then poured into water (175 ml). The precipitate was collected by filtration and recrystallised from ethanol-water to give the title compound (1.12 g) m.p. 120°-122° C.

Aufarbeitung

  1. temperaturethe resulting solution was heated
  2. temperatureat reflux for 3.5 hours
  3. temperatureThe solution was cooled
  4. filtrationThe precipitate was collected by filtration
  5. customrecrystallised from ethanol-water

Quellen und Nachweise

ORD-Eintrag
ord-d5c0e32b8e5c4f339814a1b6d66005ad
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04997847

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