Hydrochloric Acid → HCID 178445651, compound

Temperature

90 °C

55 g (0.30 mol) of trans-4-butylcyclohexane carboxylic acid was dispersed in 200 c; of toluene and stirred. 250 cm3 (0.90 mol) of a 70% NaAlH2 (OC2H4OCH3)2 solution was added drop-wise to the solution at a rate to gently reflux the toluene. After the drop-wise addition was completed, the resulting mixture was stirred over a hot water bath at 90° C. for 3 hours. The solution was cooled to room temperature and, while stirring, 10 cm3 of water and 300 cm3 an aqueous 15% hydrochloric acid solution were added drop-wise while stirring. The oily layer was separated out and the aqueous layer was extracted with toluene. The two layers were combined and washed with an aqueous 15% hydrochloric acid solution and water. The toluene was distilled off the washed mixture. The oily residue was distilled in a vacuum (b.p. 100° C./2 mmHg) to yield 37 g (0.11 mol) of trans-4-butylcyclohexyl methanol.

1. additionAfter the drop-wise addition
2. temperatureThe solution was cooled to room temperature
3. stirringwhile stirring
4. stirringwhile stirring
5. customThe oily layer was separated out
6. extractionthe aqueous layer was extracted with toluene
7. washwashed with an aqueous 15% hydrochloric acid solution and water
8. distillationThe toluene was distilled off the washed mixture
9. distillationThe oily residue was distilled in a vacuum (b.p. 100° C./2 mmHg)

ORD record

ord-13f2b5d49daa49dd8880b895b5a52508

Source dataset

uspto-grants-1993_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05238599