Toluene → 3-Methyl-7-phenyl-2,6-heptadien-1-al

HRID 1439169

Reaktionsgleichung

Reaktionsgleichung von HRID 1439169
[CH:1]1[CH:2]=[CH:3][C:4](/[CH:7]=[CH:8]/[CH2:9]O)=[CH:5][CH:6]=1.[CH3:11][C:12]([CH3:16])=[CH:13][CH:14]=[O:15].C1(C)C=CC=CC=1>C(O)(=O)C>[CH3:11][C:12]([CH2:16][CH2:9][CH:8]=[CH:7][C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1)=[CH:13][CH:14]=[O:15]

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 610203-Methyl-2-butenalHCID 5315892Cinnamyl Alcohol

Produkt 1

HCID 739853023-Methyl-7-phenyl-2,6-heptadien-1-alAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 187 parts of cinnamic alcohol, 360 parts of 3,3-dimethylacrolein and 550 parts of toluene is heated with 33 parts of glacial acetic acid in a V4A steel stirred vessel having a capacity of 5 l lites for six hours at 140° C at a pressure of 2 atmospheres, the water forming being continuously removed as an azeotropic mixture with toluene. The product is distilled. 149 parts of 3-methyl-7-phenyl-2,6-heptadien-1-al is obtained having a boiling point of 118° to 120° C at 10-3 mm. The yield is 81% of theory (based on cinnamic alcohol) at a conversion of 66%.

Aufarbeitung

  1. customthe water forming being continuously removed as an azeotropic mixture with toluene
  2. distillationThe product is distilled

Quellen und Nachweise

ORD-Eintrag
ord-702604eef0c84216b8c4757bde3da8ad
Quelldatensatz
uspto-grants-1977_11
Patentnummer
US04058536

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