O-Cresol → 3,3,6-Trimethyl-2,3-dihydro-1H-inden-5-ol

HRID 2419768Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2419768
[CH2:1]=[CH:2][C:3](=[CH2:5])[CH3:4].C1C2NC3C(=CC=CC=3)SC=2C=CC=1.[C:20]1([CH3:27])[C:25]([OH:26])=[CH:24][CH:23]=[CH:22][CH:21]=1.P(=O)(O)(O)O>C1(C)C(C)=CC=CC=1.O>[CH3:4][C:3]1([CH3:5])[C:23]2[C:22](=[CH:21][C:20]([CH3:27])=[C:25]([OH:26])[CH:24]=2)[CH2:1][CH2:2]1.[CH3:4][C:3]1([CH3:5])[C:21]2[C:22](=[CH:23][CH:24]=[C:25]([OH:26])[C:20]=2[CH3:27])[CH2:1][CH2:2]1

Komponenten

8

Edukt 4

HCID 335O-CresolHCID 1004Phosphoric AcidHCID 6557IsopreneHCID 7108Phenothiazine

Produkt 2

HCID 30175493,3,6-Trimethyl-2,3-dihydro-1H-inden-5-olHCID 30175503,3,4-Trimethyl-2,3-dihydro-1H-inden-5-ol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

370 g of isoprene, stabilized with 1 g of phenothiazine, were added dropwise over the course of 6 hours to a solution of 535 g of o-cresol, 63 g of 85% strength phosphoric acid and 5 ml of water in 1.2 liters of xylene at 110° C. To complete the reaction, stirring was continued overnight at 110° C. The acid phase was separated off and extracted with toluene. The combined organic phases were washed until neutral. Fractional distillation gave 270 g of 3,3,6-trimethyl-5-hydroxy-indane (boiling point: 142°-143° C/12 mm Hg; melting point: 70° - 71° C) and 179 g of 3,3,4-trimethyl-5-hydroxy-indane (boiling point: 146° C/12 mm Hg; melting point 92° - 93° C). ##STR33##

Aufarbeitung

  1. customthe reaction
  2. customThe acid phase was separated off
  3. extractionextracted with toluene
  4. washThe combined organic phases were washed until neutral
  5. distillationFractional distillation

Quellen und Nachweise

ORD-Eintrag
ord-a7eb7e54c0794a288a8c86986d572ef8
Quelldatensatz
uspto-grants-1978_08
Patentnummer
US04107324

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