Isoprene → HCID 53632406, compound

HRID 917818Notes

Reaction equation

HRID 917818 reaction equation
[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]=[CH:2]2.[CH2:8]=[CH:9][C:10](=[CH2:12])[CH3:11]>C1(C=CC=C(O)C=1O)O>[CH3:11][C:10]1[CH2:12][CH:3]2[CH:2]([CH:1]3[CH2:7][CH:4]2[CH2:5][CH2:6]3)[CH2:8][CH:9]=1

Participants

4

Reactant 2

HCID 6557IsopreneHCID 103522-Norbornene

Product 1

HCID 53632406HCID 53632406, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 1057PyrogallolCatalyst

Procedure

A mixture of 715 g (7.6 M) of norbornene, 550 g (8.1 M) of isoprene and 2 g of pyrogallol was heated in a stainless steel autoclave at ca. 150° during 15 hours. An internal pressure of 20 atm. is thus reached. The reaction mixture was then distilled by means of a Vigreux column and yielded 467 g (yield 38%) of 5-methyl-tricyclo[6.2.1.02,7 ]undec-4-ene having b.p. 90°/10 Torr.

Workup

  1. distillationThe reaction mixture was then distilled by means of a Vigreux column

Sources & evidence

ORD record
ord-0f097907133c46d2b2b1976ea3a99738
Source dataset
uspto-grants-1976_07
Patent number
US03968070

Reaction notes

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