Cyclohexanecarboxylic acid, 1-(1,3-dioxolan-2-ylmethyl)-2-hydroxy-, ethyl ester

Base Information

• Chemical Name: Cyclohexanecarboxylic acid, 1-(1,3-dioxolan-2-ylmethyl)-2-hydroxy-, ethyl ester
• CAS No.: 850093-27-5
• Molecular Formula: C13H22O5
• Molecular Weight: 258.315
• Mol file: 850093-27-5.mol

Synonyms:

Chemical Property of Cyclohexanecarboxylic acid, 1-(1,3-dioxolan-2-ylmethyl)-2-hydroxy-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanecarboxylic acid, 1-(1,3-dioxolan-2-ylmethyl)-2-hydroxy-, ethyl ester

There total 1 articles about Cyclohexanecarboxylic acid, 1-(1,3-dioxolan-2-ylmethyl)-2-hydroxy-, ethyl 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:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → 1-[1,3]dioxolan-2-ylmethyl-2-hydroxycyclohexanecarboxylic acid ethyl ester (850093-27-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / K₂CO₃; KI / dimethylsulfoxide / 20 h / 100 °C

2: 75 percent / aq. NaBH₄ / methanol / 2 h / 20 °C

With sodium tetrahydroborate; potassium carbonate; potassium iodide; In methanol; dimethyl sulfoxide;

DOI:10.1039/b416763e

Reference yield: 76.0%

1-[1,3]dioxolan-2-ylmethyl-2-hydroxycyclohexanecarboxylic acid ethyl ester (850093-27-5) + methanesulfonyl chloride (124-63-0) → 1-[1,3]dioxolan-2-ylmethyl-2-methanesulfonyloxy-cyclohexanecarboxylic acid ethyl ester

Guidance literature:

With pyridine; In methanol; at 0 - 20 ℃; for 15.5h;

DOI:10.1039/b416763e

Reference yield:

1-[1,3]dioxolan-2-ylmethyl-2-hydroxycyclohexanecarboxylic acid ethyl ester (850093-27-5) → (1RS)-1-benzoyloxy-10-methoxy-7-oxo-2,3,4,5,7a,11a,11b,11c-octahydro-1H,7H-pyrrolo[3,2,1-de]phenanthridine-3a-carboxylic acid ethyl ester

Guidance literature:

Multi-step reaction with 9 steps

1: 76 percent / pyridine / aq. methanol / 15.5 h / 0 - 20 °C

2: 88 percent / NaI; DBU / 7 h / 80 °C

3: 63 percent / SeO₂; HCOOH / dioxane / 7 h / Heating

4: 74 percent / pyridine / 1 h / 20 °C

5: HCl / ethanol

6: ethanol / 20 °C

7: NaBH₃CN; AcOH / methanol / 20 h / 20 °C / pH 4 - 5

8: 64 percent / pyridine / 80 °C

9: 26 percent / lauroyl peroxide / chlorobenzene / Heating

With pyridine; hydrogenchloride; formic acid; selenium(IV) oxide; dilauryl peroxide; sodium cyanoborohydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In 1,4-dioxane; methanol; ethanol; chlorobenzene;

DOI:10.1039/b416763e

upstream raw materials:

ethyl 2-oxocyclohexane carboxylate

Downstream raw materials:

1-[1,3]dioxolan-2-ylmethylycyclohex-2-enecarboxylic acid ethyl ester

1-(1,3-dioxolan-2-ylmethyly)-4-hydroxycyclohex-2-enecarboxylic acid ethyl ester

1-[2-(methylsulfanylthiocarbonyl-phenyl-hydrazono)-ethyl]-cyclohex-2-enecarboxylic acid ethyl ester

1-[2-(methylsulfanylthiocarbonylphenylhydrazino)ethyl]cyclohex-2-enecarboxylic acid ethyl ester

Refernces