Formaldehyde → 1-(Hydroxymethyl)-cyclohexanecarboxaldehyde

Temperature

0 °C

Methanol is added to a suspension of 37% formaldehyde solution (69 ml.) and cyclohexanecarboxaldehyde (100 g.; 0.89 mole) to afford a homogeneous solution. The mixture is cooled to 0° C. and a sodium hydroxide solution (1 N; 67 ml.) is added with stirring over the course of 15 minutes. The mixture is allowed to warm to room temperature and is stirred at 25° C. overnight. The solution is then concentrated, diluted with water and extracted with ether. The ether extract is dried, evaporated in vacuo and the residual colorless liquid is distilled to afford 51% of 1-formyl-1-hydroxymethylcyclohexane (65 g.), b.p. 120°-125° C./0.90 mm.

1. customto afford a homogeneous solution
2. temperatureto warm to room temperature
3. stirringis stirred at 25° C. overnight
4. concentrationThe solution is then concentrated
5. additiondiluted with water
6. extractionextracted with ether
7. extractionThe ether extract
8. customis dried
9. customevaporated in vacuo
10. distillationthe residual colorless liquid is distilled

ORD record

ord-5cb6712d1acc4dcd951026ca1e7d1b7b

Source dataset

uspto-grants-1982_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04357471