Hydrochloric Acid → HCID 57293049, compound
Reaction equation
[C:1]1([CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[OH:2].[OH-].[K+].C1(C)C=CC(S(O[CH2:21][CH:22]([O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH3:23])(=O)=O)=CC=1.Cl>O.C(O)C>[CH2:25]([O:24][CH:22]([CH3:23])[CH2:21][O:2][C:1]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][CH:3]=1)[CH2:26][CH2:27][CH2:28][CH3:29]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Procedure
16.7 g of hydroquinone, 8.6 g of 85% KOH, 14 g of water and 200 ml of ethanol were added into a four-necked flask, and the reaction was carried out for 13 hours. After elevated in temperature to 50° C., the reaction was further carried out for 3 hours and 30 g of (2'-pentyloxypropyl) p-toluenesulfonate was added dropwise to the reaction mixture and at the temperature elevated to 70° C., the reaction was carried out for 1 hour and then for 3 hours by heating under reflux, and the mixture was left standing at room temperature for 22 hours. After 500 ml of water and a small amount of hydrochloric acid were added to the residue after evaporation of ethanol, the mixture was extracted with 500 ml of hexane. The product after washing twice with water was dried over Na2SO4, recrystallization was effected with hexane. Optical rotation [α]D28° =13.5°.
Workup
- waitAfter elevated in temperature to 50° C., the reaction was further carried out for 3 hours
- customelevated to 70° C.
- waitthe reaction was carried out for 1 hour
- temperaturefor 3 hours by heating
- temperatureunder reflux
- waitthe mixture was left
- waitstanding at room temperature for 22 hours
- customafter evaporation of ethanol
- extractionthe mixture was extracted with 500 ml of hexane
- washThe product after washing twice with water
- dry with materialwas dried over Na2SO4, recrystallization
- customOptical rotation [α]D28° =13.5°
Sources & evidence
- ORD record
- ord-4e831eda6124451bb5f742bd177060c5
- Source dataset
- uspto-grants-1992_05
- Patent number
- US05114613
Reaction notes
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