4-Ethylphenol → HCID 22749859, compound

HRID 1606772Notes

Reaction equation

HRID 1606772 reaction equation
[CH2:1]([C:3]1[CH:19]=[CH:18][C:6]([O:7][CH2:8][CH:9]=[C:10]([CH3:17])[CH2:11][CH2:12][CH:13]=[C:14]([CH3:16])[CH3:15])=[CH:5][CH:4]=1)[CH3:2].[Na].C(C1C=CC(O)=CC=1)C.C(Br)/C=C(/CCC=C(C)C)\C>C(O)C>[CH2:8]([O:7][C:6]1[CH:18]=[CH:19][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=1)/[CH:9]=[C:10](/[CH2:11][CH2:12][CH:13]=[C:14]([CH3:16])[CH3:15])\[CH3:17]

Participants

6

Reactant 4

HCID 312424-EthylphenolHCID 5360545SodiumHCID 53658672,6-Octadiene, 1-bromo-3,7-dimethyl-, (2E)-HCID 542418211-[(3,7-Dimethylocta-2,6-dien-1-yl)oxy]-4-ethylbenzene

Product 1

HCID 22749859HCID 22749859, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

For the synthesis of the two compounds the intermediate, 1-(p-ethylphenoxy)-3,7-dimethyl-2,6-octadiene, was prepared as described by R. E. Redfern et al., Journal of Economic Entomology, 64, 374-376 (1971). The procedure is essentially as follows: The sodium salt of p-ethylphenol was refluxed with geranyl bromide (1-bromo-3,7-dimethyl-2,6-octadiene) in ethanol for several hours to form the p-ethylphenyl geranyl ether which was worked up and distilled in the usual manner; b.p. 122-124/0.06 mm Hg.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-d0360cb8d5c940338e1f4cb11f1a516c
Source dataset
uspto-grants-1976_04
Patent number
US03953607

Reaction notes

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