Formaldehyde → 3-Methyl-1-heptanol

Magnesium turnings (2.0 g, 82.3 mmol) are etched with iodine, and 1 ml of a solution of 96% 1-chloro-2-methylhexane (11 g, 78.5 mmol) in tetrahydrofuran (10 ml) is added at 60° C. The reaction is started by the addition of 1,2-dibromoethane (0.2 ml), then the rest of the solution of 1-chloro-2-methylhexane is added dropwise. After dilution with tetrahydrofuran (15 ml) the mixture is stirred under reflux for 2.5 h. Gaseous formaldehyde is passed through the solution, whose temperature is kept at from 40° C. to 50° C. The mixture is stirred for a further 1 h at room temperature, then 30% sulfuric acid (10 ml) is added to hydrolyze the Grignard compound. The mixture is steam distilled and the distillate is extracted several times with ether. The extract is washed with sodium chloride solution, dried over sodium sulfate, and evaporated down.

1. additionis added at 60° C
2. temperatureunder reflux for 2.5 h
3. customis kept at from 40° C. to 50° C
4. distillationdistilled
5. extractionthe distillate is extracted several times with ether
6. washThe extract is washed with sodium chloride solution
7. dry with materialdried over sodium sulfate
8. customevaporated down

ORD record

ord-e93962146ab94a6893b7a0123a0b8faf

Source dataset

uspto-grants-1991_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05053223