14939-91-4

14939-91-4 - Names and Identifiers

Name	3-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)ACRYLIC ACID
Synonyms	RARECHEM BK HC S237 TIMTEC-BB SBB002367 OTAVA-BB BB7020400386 3,4-ETHYLENEDIOXYCINNAMIC ACID 1,4-Benzodioxan-6-acrylic acid 3-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)ACRYLIC ACID 3-(2,3-Dihydro-1,4-benzodioxin-6-yl)-2-propenoic acid (2E)-3-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)ACRYLIC ACID
CAS	14939-91-4

14939-91-4 - Physico-chemical Properties

Molecular Formula	C11H10O4
Molar Mass	206.19
Density	1.339
Melting Point	196-198°C
Boling Point	377℃
Flash Point	152℃
Storage Condition	2-8°C

14939-91-4 - Risk and Safety

Hazard Symbols	Xi - Irritant
Hazard Class	IRRITANT

14939-91-4 - References

Application

1, 4-benzodioxane-2-carboxylic acid, molecular formula C11H10O4, molecular weight: 206.19, melting point 196-198°C, it is an important intermediate for the synthesis of Doxazosin drugs.

preparation

1), glycine ethyl ester hydrochloride (28g,0.2mol) was dissolved in 30ml of water, and ML of dichloroethane was added, the temperature is cooled to -15 ° C, and the solution of sodium nitrite (15.2g,0.22mol) dissolved in 20ml of water is added dropwise, then add 15% mass concentration of hydrochloric acid solution to adjust to pH = 4, continue to react at -15 ℃ for 2H, add saturated sodium carbonate solution to adjust to pH = 6, and then stand to separate the liquid, the organic phase in the lower layer was cooled until use; This organic phase was a solution of ethyl diazoacetate in dichloroethane. 2), 1, 2-methylenedioxybenzene (8.13g,0.067mol) dissolved in 40ml of dichloroethane, then add cuprous chloride 0.5g, heated to 60 ℃, Dropwise adding step 1) A solution of the obtained ethyl diazoacetate in dichloroethane (containing 0.14mol of ethyl diazoacetate) was dropped over 6H. After the completion of the drop, the reaction was continued at 60 °c for 1H, then cooled to room temperature, and after the solvent was removed, the dichloroethane was distilled under reduced pressure at 30Pa to collect the fraction at 100 °c -110 °c, that is, 1, ethyl 4-benzodioxane-6-acrylate. 3) to a solution of NaOH(8g,0.2mol) in 50ml of water, after the hydrolysis reaction was carried out at 80 ° C. For 2H, the solution was adjusted to pH = 6 with 15% hydrochloric acid solution, and filtered to recrystallize the obtained brown solid in ethanol (20ml), 10.5g of 1, 4-benzodioxane-6-acrylic acid was obtained as a white solid, MP. 125-127 °c, yield 87.1.

Last Update：2024-04-09 21:11:58