1,3-Butadiene → Naphthalene

HRID 2291246Notes

Reaction equation

HRID 2291246 reaction equation
C=CC=C.[CH:5]1[CH:6]=[CH:7][C:8]2[C:15](=O)[CH:14]=[CH:13][C:11](=O)[C:9]=2[CH:10]=1>CC1C=CC=CC=1C>[CH:10]1[C:9]2[C:8](=[CH:15][CH:14]=[CH:13][CH:11]=2)[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 78451,3-ButadieneHCID 85301,4-Naphthoquinone

Product 1

HCID 931Naphthalene

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A 60% solution of THAQ was obtained by adding butadiene to a 50% o-xylene solution of naphthoquinone obtained by the catalytic vapor phase oxidation reaction of naphthalene, followed by the Diels-Alder reaction. Ten kg of such a solution was subjected to distillation under reduced pressure at 95° C. under 100 Torr to reduce the content of the solvent to 2.5%. Then, while maintaining the melt at 120° C., 6 kg of the melt thus obtained was droped in an amount of about 0.2 g per drop with an interval of every about 0.4 second onto a stainless belt flaker of 60° C. The belt was moved at a cooling time of about 30 seconds, and the solidified product was peeled off by a scraper at the end. The releasability was extremely good.

Sources & evidence

ORD record
ord-326c9107cb504a819eef97a8d323af66
Source dataset
uspto-grants-1989_01
Patent number
US04795604

Reaction notes

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