(Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate

Base Information

• Chemical Name: (Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate
• CAS No.: 99723-03-2
• Molecular Formula: C₁₈H₃₀O₂
• Molecular Weight: 278.435
• Mol file: 99723-03-2.mol

Synonyms:(Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate

Chemical Property of (Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate

There total 7 articles about (Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate 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: 91.0%

diethyl 2-(2-methyl-4-(2,6,6-trimethylcyclohex-1-enyl)butylidene)malonate (1312343-34-2) → (Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate (99723-03-2) + (E)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate (99723-02-1)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; boric acid; lithium chloride; at 160 - 170 ℃; for 10h; Product distribution / selectivity; Inert atmosphere;

Reference yield:

hydrogen ethyl malonate (1071-46-1) + 2‐methyl‐4‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)butanal (84518-22-9,21632-06-4) → (Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate (99723-03-2) + (E)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate (99723-02-1)

Guidance literature:

With magnesium chloride; In N,N-dimethyl acetamide; at 105 - 110 ℃; for 2h; Temperature; Reagent/catalyst; Overall yield = 91 %Chromat.; Inert atmosphere;

Reference yield:

hydrogen ethyl malonate (1071-46-1) + 2‐methyl‐4‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)butanal (84518-22-9,21632-06-4) → ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-2-enoate + (Z)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate (99723-03-2) + (E)-ethyl 4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoate (99723-02-1)

Guidance literature:

With titanium tetrachloride; In N,N-dimethyl acetamide; at 120 ℃; for 0.5h;

upstream raw materials:

ethanol

4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3ξ-enoic acid

malonic acid

2‐methyl‐4‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)butanal

Downstream raw materials:

trans-syn-cis norambreinolide

(3aRS,5aSR,9aSR,9bSR)-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan

(Z)-4-methyl-6-(2,6,6-trimethylcyclohex-1-en-1-yl)hex-3-enoic acid