2-(2,2-dichloro-t-3-phenyl-r-1-cyclopropyl)-1-propanol-tetrahydro-2-pyranyl ether

Base Information

• Chemical Name: 2-(2,2-dichloro-t-3-phenyl-r-1-cyclopropyl)-1-propanol-tetrahydro-2-pyranyl ether
• CAS No.: 92609-30-8
• Molecular Formula: C₁₇H₂₂Cl₂O₂
• Molecular Weight: 329.266
• Mol file: 92609-30-8.mol

Synonyms:

Chemical Property of 2-(2,2-dichloro-t-3-phenyl-r-1-cyclopropyl)-1-propanol-tetrahydro-2-pyranyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2,2-dichloro-t-3-phenyl-r-1-cyclopropyl)-1-propanol-tetrahydro-2-pyranyl ether

There total 5 articles about 2-(2,2-dichloro-t-3-phenyl-r-1-cyclopropyl)-1-propanol-tetrahydro-2-pyranyl ether 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:

2-((E)-5-phenylpent-4-enyloxy)tetrahydro-2H-pyran (129454-82-6) → 2-(2,2-dichloro-t-3-phenyl-r-1-cyclopropyl)-1-propanol-tetrahydro-2-pyranyl ether (92609-30-8,92693-25-9)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In chloroform; for 20h; Yield given;

DOI:10.1016/S0040-4020(01)88440-4

Reference yield:

(E)-5-phenyl-4-penten-1-ol (13159-16-5) → 2-(2,2-dichloro-t-3-phenyl-r-1-cyclopropyl)-1-propanol-tetrahydro-2-pyranyl ether (92609-30-8,92693-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl

2: 50percent NaOH / benzyltriethylammonium chloride / CHCl₃ / 20 h

With sodium hydroxide; hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; In chloroform;

DOI:10.1016/S0040-4020(01)88440-4

Reference yield:

diethyl (E)-cinnamyl malonate (63082-55-3) → 2-(2,2-dichloro-t-3-phenyl-r-1-cyclopropyl)-1-propanol-tetrahydro-2-pyranyl ether (92609-30-8,92693-25-9)

Guidance literature:

Multi-step reaction with 5 steps

1: KOH / ethanol; H₂O / 4 h / Heating

2: 170 - 180 °C / 15 Torr

3: 89 percent / LiAlH₄ / tetrahydrofuran / 30 min at 0 deg C then 2 hrs at reflux

4: HCl

5: 50percent NaOH / benzyltriethylammonium chloride / CHCl₃ / 20 h

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; In tetrahydrofuran; ethanol; chloroform; water;

DOI:10.1016/S0040-4020(01)88440-4

upstream raw materials:

2-((E)-5-phenylpent-4-enyloxy)tetrahydro-2H-pyran

(E)-5-phenyl-4-penten-1-ol

diethyl (E)-cinnamyl malonate

(4E)-5-phenyl-4-pentenoic acid

Downstream raw materials:

1-chloro-c-2-(2-hydroxypropyl)-t-3-phenyl-r-1-cyclopropanecarboxylic acid

t-3-t-butoxy-c-2-(2-hydroxypropyl)-c-3-phenyl-r-1-cyclopropanecarboxylic acid lactone

Refernces