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

HRID 725717
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 725717
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.O>[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

9

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 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

132.2 g (1.00 mol) of tetralin was dissolved in 600 ml of 80% acetic acid, and 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 were added thereto. The mixture was heated to 70° C. with stirring. The mixture was further stirred for 3 hours at the same temperature whereupon disappearance of tetralin was confirmed to terminate the reaction. The reaction mixture was added to 1000 ml of water, and the separated oily substance was extracted with 1000 ml of toluene. The toluene layer was washed with water and concentrated and then subjected to distillation under reduced pressure (bp: 120° C./3 mmHg) to obtain 215.3 g of the main fraction (yield: 83.4%). This product was a mixture of 5-iodotetralin and 6-iodotetralin in a blend ratio of 1:2.

Aufarbeitung

  1. customto terminate
  2. customthe reaction
  3. extractionthe separated oily substance was extracted with 1000 ml of toluene
  4. washThe toluene layer was washed with water
  5. concentrationconcentrated
  6. distillationsubjected to distillation under reduced pressure (bp: 120° C./3 mmHg)
  7. customto obtain 215.3 g of the main fraction (yield: 83.4%)

Quellen und Nachweise

ORD-Eintrag
ord-4ecffabe8422457b92b95231dc19f407
Quelldatensatz
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05707768

Notizen zur Reaktion

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