Reaction equation
[CH:1](=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH2:10]=[O:11].Cl>>[OH:11][CH2:10][C:7]1[CH:8]=[C:2]([CH:1]=[O:9])[C:3]([OH:4])=[CH:5][CH:6]=1Participants
Conditions
- Temperature
- 80 °C
Procedure
A mixture of 9 ml of salicylaldehyde (84.46 mmol), 17 ml of aqueous 37% formaldehyde solution (˜200 mmol) and 42 ml of concentrated HCl is heated on a water bath at 80° C. with stirring for 20 min. After cooling, the supernatant is removed by settling of the phases and the residual pink crystalline mass is taken up in 200 ml of boiling water. The suspension obtained is refluxed for 30 min. The supernatant is separated out after settling and placed at +4° C. to bring about crystallization of the final product. A further 200 ml of boiling water are added to the residual oil and the suspension is refluxed for 30 min. The supernatant is added to the first decantate. After cooling, the product is collected by filtration, washed with water and dried. It is then recrystallized from chloroform.
Workup
- temperatureAfter cooling
- customthe supernatant is removed
- customThe suspension obtained
- temperatureis refluxed for 30 min
- customThe supernatant is separated out
- customplaced at +4° C.
- customto bring about crystallization of the final product
- additionA further 200 ml of boiling water are added to the residual oil
- temperaturethe suspension is refluxed for 30 min
- additionThe supernatant is added to the first decantate
- temperatureAfter cooling
- filtrationthe product is collected by filtration
- washwashed with water
- customdried
- customIt is then recrystallized from chloroform
Sources & evidence
- ORD record
- ord-1ceac9596f86468fb020dfa4e3531753
- Source dataset
- uspto-grants-2002_03
- Patent number
- US06355658B1
Linked notes
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