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ChemicalBook CAS DataBase List 1,4-Benzodioxan
493-09-4

1,4-Benzodioxan synthesis

14synthesis methods
-

Yield:493-09-4 115 g

Reaction Conditions:

with sodium hydroxide in dimethyl sulfoxide at 80 - 85; for 5.45 h;

Steps:

2 Example 2: Preparation of ethylenedioxybenzene (Dimethyl enedioxybenzene) (compound of Formula IB)
Dimethylsulfoxide (DMSO, 360g) and 1,2-dichloroethane (280g) were charged into a 2 liter reaction flask. The mixture was heated to 80°C under stirring. 110 g of Catechol (in 5 g lots) and 148 g of sodium hydroxide (in 6.7 g lots) were simultaneously added in 22 lots each at intervals of 7 minutes maintaining the temperature of the reaction medium between 80°C and 85°C under stirring. After addition of catechol and alkali was complete, the reaction medium was stirred for 3 hrs till the catechol content was less than 0.1% by HPLC analysis. 200 ml water was charged into the reactor and ethyl enedioxbenzene and unreacted 1,2-dichloroethane were separated by azeotropic distillationusing a Dean-Stark apparatus.. The mixture of methylenedioxybenzene and 1,2-dichloroethane was distilled to give 115g (104.5% w/w on catechol) with purity >99.0% by GC analysis and recover 115 g of unreacted 1,2-dicloroethane. The moisture present in DMSO was removed and the DMSO was cooled to less than 30°C and filtered to remove salt and unreacted alkali. DMSO (315 g) was recovered from the mother liquor by distillation

References:

ANTHEA AROMATICS PRIVATE LIMITED;MOHAPATRA, Manoj Kumar;BENDAPUDI, Ramamohanrao;MENACHERRY, Paul Vincent;PAUL, Vincent WO2017/158404, 2017, A1 Location in patent:Page/Page column 14

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