cis-α-phenylcinnamyl acetoacetate

Base Information

• Chemical Name: cis-α-phenylcinnamyl acetoacetate
• CAS No.: 77060-84-5
• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.35
• Mol file: 77060-84-5.mol

Synonyms:

Chemical Property of cis-α-phenylcinnamyl acetoacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-α-phenylcinnamyl acetoacetate

There total 3 articles about cis-α-phenylcinnamyl acetoacetate 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: 100.0%

5-(1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione (85920-63-4) + (Z)-2,3-diphenylprop-2-en-1-ol (2699-89-0) → cis-α-phenylcinnamyl acetoacetate (77060-84-5)

Guidance literature:

In benzene; for 30h; Heating;

DOI:10.1021/jo00323a003

Reference yield:

(Z)-2,3-diphenylacrylaldehyde (72659-45-1,1755-47-1) → cis-α-phenylcinnamyl acetoacetate (77060-84-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82.8 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / -10 - 0 °C

2: 100 percent / benzene / 30 h / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; benzene;

DOI:10.1021/jo00323a003

Reference yield:

(Z)-2,3-diphenylacrylonitrile (6114-57-4) → cis-α-phenylcinnamyl acetoacetate (77060-84-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 37.4 percent / 1.) diisobutylaluminum hydride / toluene; hexane / 1.) -65 deg C, 1 h, 2.) warming up to room temp. over 2 h

2: 82.8 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / -10 - 0 °C

3: 100 percent / benzene / 30 h / Heating

With lithium aluminium tetrahydride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; hexane; toluene; benzene;

DOI:10.1021/jo00323a003

upstream raw materials:

5-(1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

(Z)-2,3-diphenylprop-2-en-1-ol

(Z)-2,3-diphenylacrylaldehyde

(Z)-2,3-diphenylacrylonitrile

Downstream raw materials:

cis-α-phenylcinnamyl diazoacetate

((1R,2S,3S)-2-Hydroxymethyl-1,3-diphenyl-cyclopropyl)-methanol

endo-5,6-diphenyl-3-oxabicyclo<3.1.0>hexan-2-one