Resorcinol → HCID 14577960, compound

A 500-milliliter flask fitted with a dropping funnel was charged with 11.0 g of resorcinol, 0.2 g of p-toluenesulfonic acid monohydrate and 100 ml of diethyl ether for dissolution, and the mixture was cooled with ice. To this solution was slowly added dropwise 13.0 ml of acrolein dimethyl acetal under room temperature. After the dropwise addition, the mixture was stirred for 4 hours while being cooled with ice. To this was added 30 ml of water, the solution was weakly alkalized with a 5% sodium hydroxide aqueous solution, and the organic layer was then washed. After the separation of layers in the solution, the aqueous layer was extracted three times with 50 ml of diethyl ether, and thus obtained ether layers were combined with the previous organic layer. The combined layer was washed with 50 ml of water, and diethyl ether was then removed by distillation in vacuo therefrom. The resulting residue was purified by distillation to obtain 7.7 g of a colorless liquid (yield 43%).

1. customA 500-milliliter flask fitted with a dropping funnel
2. temperaturethe mixture was cooled with ice
3. additionAfter the dropwise addition
4. temperaturewhile being cooled with ice
5. washthe organic layer was then washed
6. customAfter the separation of layers in the solution
7. extractionthe aqueous layer was extracted three times with 50 ml of diethyl ether, and thus obtained ether layers
8. washThe combined layer was washed with 50 ml of water, and diethyl ether
9. customwas then removed by distillation in vacuo
10. distillationThe resulting residue was purified by distillation

ORD record

ord-52af7f88d94341f3aef11affd3de35c1

Source dataset

uspto-grants-2005_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06841183B2