2-Propynoic acid, 3-bromo-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 2-Propynoic acid, 3-bromo-, 1,1-dimethylethyl ester
• CAS No.: 140907-23-9
• Molecular Formula: C7H9BrO2
• Molecular Weight: 205.051
• Mol file: 140907-23-9.mol

Synonyms:tert-butyl 3-bromopropiolate;

Chemical Property of 2-Propynoic acid, 3-bromo-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propynoic acid, 3-bromo-, 1,1-dimethylethyl ester

There total 1 articles about 2-Propynoic acid, 3-bromo-, 1,1-dimethylethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

tert-butyl prop-2-ynoate (13831-03-3) → tert-butyl 3-bromoprop-2-ynoate (140907-23-9)

Guidance literature:

tert-butyl prop-2-ynoate; With silver nitrate; In acetone; at 20 ℃; for 0.0833333h;

With N-Bromosuccinimide; In acetone; at 20 ℃; for 1.5h;

DOI:10.15227/orgsyn.074.0212

Reference yield: 43.0%

tert-butyl 3-bromoprop-2-ynoate (140907-23-9) + 4-iodo-3-(4-methoxyphenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate (201282-63-5) → tert-butyl 4-bromo-5-iodo-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate (1324008-91-4) + tert-butyl 3-bromo-5-iodo-1-(4-methoxyphenyl)-1H-pyrazole-4-carboxylate (1324008-86-7)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene; regioselective reaction; Reflux;

DOI:10.1002/ejoc.201100119

Reference yield:

(1E)-2,6-dichlorobenzaldehyde oxime (6575-28-6) + tert-butyl 3-bromoprop-2-ynoate (140907-23-9) → tert-butyl 5-bromo-3-(2,6-dichlorophenyl)-1,2-oxazole-4-carboxylate

Guidance literature:

With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 17h;

upstream raw materials:

tert-butyl prop-2-ynoate

Downstream raw materials:

tert-butyl 4-bromo-5-iodo-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate

tert-butyl 3-bromo-5-iodo-1-(4-methoxyphenyl)-1H-pyrazole-4-carboxylate

Refernces

• 1、 Leroy. "A convenient procedure for the preparation of 3-bromopropiolic esters". . p. 567 - 572. Retrieved 1992.
• 2、 -. "ISOXAZOLE DERIVATIVE AS MUTATED ISOCITRATE DEHYDROGENASE 1 INHIBITOR". Paragraph 0421; 0422. . Retrieved 2018/02/06.