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Iodine → Naphthalene, 1,2,3,4-tetrahydro-1-iodo-

HRID 863378
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 863378
C1C2C(=CC=CC=2)CCC1.II.O.O.I(O)(=O)(=O)=O.S(=O)(=O)(O)O.[I:25][C:26]1[CH:35]=[CH:34][CH:33]=[C:32]2[C:27]=1[CH2:28][CH2:29][CH2:30][CH2:31]2.IC1C=C2C(=CC=1)CCCC2>C(O)(=O)C>[I:25][CH:26]1[C:27]2[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH2:33][CH2:34][CH2:35]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 6

HCID 807IodineHCID 1118Sulfuric AcidHCID 8404Tetralin2×HCID 5829475-Iodo-1,2,3,4-tetrahydronaphthaleneHCID 5831976-Iodo-1,2,3,4-tetrahydronaphthaleneHCID 86590690HCID 86590690, Verbindung

Produkt 1

HCID 11322854
Naphthalene, 1,2,3,4-tetrahydro-1-iodo-
Ausbeute 83,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

In 600 ml of 80% acetic acid was dissolved 132.2 g (1.00 mol) of tetralin. To this solution were added 101.5 g (0.40 mol) of iodine, 45.5 g (0.20 mol) of periodic acid dihydrate, and 15 ml of concentrated sulfuric acid. This mixture was heated to 70° C. with stirring and then stirred at this temperature for 3 hours. After disappearance of the tetralin was ascertained, the reaction was terminated. The reaction mixture was added to 1,000 ml of water, and the oily matter separated was extracted with 1,000 ml of toluene. The toluene layer was washed with water, concentrated, and then distilled at a reduced pressure (boiling point: 120° C./3 mmHg). As a result, the main fraction was obtained in an amount of 215.3 g (yield; 83.4%). This reaction product was a 1:2 mixture of 5-iodotetralin and 6-iodotetralin.

Aufarbeitung

  1. stirringstirred at this temperature for 3 hours
  2. customthe reaction was terminated
  3. additionThe reaction mixture was added to 1,000 ml of water
  4. customthe oily matter separated
  5. extractionwas extracted with 1,000 ml of toluene
  6. washThe toluene layer was washed with water
  7. concentrationconcentrated
  8. distillationdistilled at a reduced pressure (boiling point: 120° C./3 mmHg)
  9. customAs a result, the main fraction was obtained in an amount of 215.3 g (yield; 83.4%)

Quellen und Nachweise

ORD-Eintrag
ord-2c4d500f667e40ce90951a60c37aeebd
Quelldatensatz
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05721082

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