Benzene → HCID 21333567, compound

HRID 2397360Notes

Reaction equation

HRID 2397360 reaction equation
[CH3:1][C:2]1([CH3:9])[C:7](=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3]1.[CH2:10]([OH:14])[CH2:11]C#C.[CH:15]1C=CC=C[CH:16]=1>>[CH3:1][C:2]1([CH3:9])[CH:3]2[CH:15]=[CH:16][CH:6]([C:5]([CH2:11][CH2:10][OH:14])=[CH:4]2)[C:7]1=[O:8]

Participants

4

Reactant 3

HCID 241BenzeneHCID 135663-Butyn-1-OLHCID 124685006,6-Dimethylcyclohexa-2,4-dien-1-one

Product 1

HCID 21333567HCID 21333567, compound

Procedure

A mixture of 50 g of 6,6-dimethylcyclohexadienone and 50 g of 3-butyn-1-ol in 300 ml of benzene is placed in an autoclave and heated to 200°-210° C. for 3 hours. The autoclave is then cooled to room temperature and the reaction mixture is removed, the solvent stripped and the residue distilled under vacuum through a 3" microvigreaux column yielding 65 g of 3,3-dimethyl-6-(2-hydroxyethyl)-bicyclo(2.2.2)-octa-5,7-dien-2-one having the structure: ##STR31##

Workup

  1. temperatureheated to 200°-210° C. for 3 hours
  2. customthe reaction mixture is removed
  3. distillationthe residue distilled under vacuum through a 3" microvigreaux column

Sources & evidence

ORD record
ord-fce1244d94c3465887d2369a5a8c4c47
Source dataset
uspto-grants-1977_05
Patent number
US04021494

Reaction notes

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