Hydrochloric Acid → 3,5,6,7-tetrahydro-s-indacen-1(2H)-one

HRID 1276538Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1276538
Cl[CH2:2][CH2:3][C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[CH2:11][CH2:10][CH2:9]2)=[O:5].Cl>S(=O)(=O)(O)O>[C:4]1(=[O:5])[C:6]2[C:14](=[CH:13][C:12]3[CH2:11][CH2:10][CH2:9][C:8]=3[CH:7]=2)[CH2:2][CH2:3]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 32867585-(3-Chloropropionyl)indan

Produkt 1

HCID 109318913,5,6,7-tetrahydro-s-indacen-1(2H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

Concentrated sulfuric acid (550 mL) was added dropwise, with stirring over a time period of 2 hours to 137 grams of 3-chloro-1-indan-5-yl-propan-1-one. The resulting thick black solution was heated to 90° C. until hydrogen chloride evolution ceased (usually 1-4 hours). The mixture was then cooled to room temperature and poured onto 5 kg of ice. The resulting slurry was stirred overnight and filtered. The solid was washed with water until the water ran clear through the filter. The tan solid was then dried in vacuo and recrystallized from hexane to afford 90 grams of the title compound, m.p. 72.4-74.8° C.

Aufarbeitung

  1. customusually 1-4 hours
  2. filtrationfiltered
  3. washThe solid was washed with water until the water
  4. customThe tan solid was then dried in vacuo
  5. customrecrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-90427445a225400eab23a52895d3c9a0
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06166064

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