Formaldehyde → 6-Methyl-3-cyclohexene-1,1-dimethanol

Temperatur

60 °C

To a three-necked flask, 327 g of 2-methyl-4-cyclohexene-1-carboaldehyde, a Diels-Alder reaction product of butadiene and crotonaldehyde, 600 ml of methanol and 729 g of 37% of formalin were charged, and then the temperature of this solution was raised to 60° C. with stirring. Next, 252 g of KOH dissolved in 600 ml of distilled water was added dropwise thereto. After stirring for 7 hours, the reaction solution was concentrated under reduced pressure, which resulted in a residue with two phases. The oil phase concentrated to about 150 ml was washed with 300 ml of distilled water. After concentration under reduced pressure, 50 mg of 3,5-di(t-butyl)-4-hydroxytoluene (BHT) was added to the oil phase, and then vacuum distillation was carried out to yield 311 g (yield 82%) of 6-methyl-3-cyclohexene-1,1-dimethanol as a colorless crystal.

1. additionwere charged
2. additionwas added dropwise
3. stirringAfter stirring for 7 hours
4. concentrationthe reaction solution was concentrated under reduced pressure, which
5. customresulted in a residue with two phases
6. concentrationThe oil phase concentrated to about 150 ml
7. washwas washed with 300 ml of distilled water
8. concentrationAfter concentration under reduced pressure, 50 mg of 3,5-di(t-butyl)-4-hydroxytoluene (BHT)
9. additionwas added to the oil phase
10. distillationvacuum distillation

ORD-Eintrag

ord-e38855075db9499d8eb7bccfe03858b1

Quelldatensatz

uspto-grants-2004_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06783840B2