Oxirane, 2-ethynyl-3-phenyl-, cis-

Base Information

• Chemical Name: Oxirane, 2-ethynyl-3-phenyl-, cis-
• CAS No.: 53422-64-3
• Molecular Formula: C₁₀H₈O
• Molecular Weight: 144.173
• Mol file: 53422-64-3.mol

Synonyms:

Chemical Property of Oxirane, 2-ethynyl-3-phenyl-, cis-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxirane, 2-ethynyl-3-phenyl-, cis-

There total 11 articles about Oxirane, 2-ethynyl-3-phenyl-, cis- 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:

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → epoxy-3,4 phenyl-4 butyne-1 (trans) (53422-64-3,53422-65-4)

Guidance literature:

Multi-step reaction with 3 steps

1: disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 4 h / 20 °C

2: N-ethyl-N,N-diisopropylamine; sulfur trioxide pyridine complex / dichloromethane; dimethyl sulfoxide / 2 h / 20 °C / Inert atmosphere

3: potassium carbonate / methanol / -5 - 20 °C

With disodium hydrogenphosphate; sulfur trioxide pyridine complex; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; water; dimethyl sulfoxide;

DOI:10.3762/bjoc.15.141

Reference yield:

(±)-3-phenyloxirane-2-carbaldehyde (5693-99-2,71403-94-6,99773-54-3,119951-98-3,121651-02-3,126720-47-6) + dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) → epoxy-3,4 phenyl-4 butyne-1 (trans) (53422-64-3,53422-65-4)

Guidance literature:

With potassium carbonate; In methanol; at -5 - 20 ℃;

DOI:10.3762/bjoc.15.141

Reference yield:

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate (90965-06-3) + cis-3-phenyloxirane-2-carboxaldehyde (5693-99-2,71403-94-6,99773-54-3,119951-98-3,121651-02-3,126720-47-6) → (2SR,3RS)-3-ethynyl-2-phenyloxirane (53422-64-3,53422-65-4)

Guidance literature:

With potassium carbonate; In methanol; at -5 - 20 ℃;

DOI:10.3762/bjoc.15.141

upstream raw materials:

2-((Z)-2-Bromo-vinyl)-3-phenyl-oxirane

(E)-3-phenylpropenal

(±)-3-phenyloxirane-2-carbaldehyde

dimethyl 1-(1-diazo-2-oxopropyl)phosphonate

Refernces

• 1、 Mitzel, Thomas M.,Palomo, Carolyn,Jendza, Keith. "The versatility of α-chloropropargyl phenyl sulfide affords high stereo- and regioselectivities in indium-promoted coupling reactions under mild conditions". . p. 136 - 145. Retrieved 2007/10/03.
• 2、 Beny, Jean-Pierre,Pommelet, Jean-Claude,Chuche, Josselin. "Reactivite chimique et thermique d'epoxydes vinyliques halogenes. Synthese d'epoxydes acetyleniques.". . p. 377 - 386. Retrieved 2007/10/02.