Hydroquinone → HCID 20396656, compound

The monosodium salt of hydroquinone prepared in Example 1 and dimethyl formamide (100 ml) were charged under nitrogen gas into a glass reaction vessel equipped with a mechanical stirrer, thermometer and addition funnel and were warmed to effect dissolution. The resulting solution was then allowed to warm to room temperature, and 1-chloro-2,2-dimethoxyethane was added dropwise over a period of about 20 minutes. After the addition was completed, the reaction mixture was heated at about 85° to 90° C. with stirring for a period of about 48 hours. After this time water (200 ml) was added, and the reaction mixture was neutralized with ammonium chloride. The reaction mixture was then extracted with chloroform, and the organic phase was separated from the aqueous phase. The organic phase was then stripped of solvent, leaving a red oil. This oil was distilled to yield the desired product 4-(2,2-dimethoxyethoxy)phenol as a pink oil boiling at 116° to 120° C. at 0.008 mm of Hg pressure.

1. customequipped with a mechanical stirrer
2. additionthermometer and addition funnel
3. temperaturewere warmed
4. dissolutiondissolution
5. additionAfter the addition
6. temperaturethe reaction mixture was heated at about 85° to 90° C.
7. extractionThe reaction mixture was then extracted with chloroform
8. customthe organic phase was separated from the aqueous phase
9. customleaving a red oil
10. distillationThis oil was distilled

ORD record

ord-60eb5322b3a54ce6b8fabfc9c20000fc

Source dataset

uspto-grants-1979_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04163112