(+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE

Base Information

• Chemical Name: (+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE
• CAS No.: 118609-65-7
• Molecular Formula: C₁₆H₁₃ClO₂
• Molecular Weight: 272.731
• Mol file: 118609-65-7.mol

Synonyms:1-(9-Fluorenyl)ethylchloroformate

Chemical Property of (+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE

Chemical Property:

• Vapor Pressure: 180 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.3602
• Boiling Point: 398.8±11.0 °C(Predicted)
• Flash Point: 1 °F
• PSA: 26.30000
• Density: 0.792 g/mL at 20 °C
• LogP: 4.56280
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Hazard Codes: F,Xi
• Statements: 11-36-66-67
• Safety Statements: 9-16-26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE

There total 6 articles about (+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE 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: 90.0%

bis(trichloromethyl) carbonate (32315-10-9) + (S)-1-(9H-fluoren-9-yl)ethan-1-ol (107474-78-2,151775-20-1) → (S)-1-(9H-fluoren-9-yl)ethyl carbonochloridate (105764-39-4,107474-79-3,118609-65-7,154479-90-0)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tet.2019.130591

Reference yield: 90.0%

bis(trichloromethyl) carbonate (32315-10-9) + (R)-1-(9H-fluoren-9-yl)ethan-1-ol (107474-78-2,151775-20-1) → (R)-(+)-1,9-fluorenylethylchloroformate (1428936-75-7,105764-39-4,107474-79-3,118609-65-7,154479-90-0)

Guidance literature:

With pyridine; triethylamine; In dichloromethane; at 0 - 25 ℃; for 2h;

DOI:10.1039/c3ob40218e

Reference yield:

9-acetylfluorene (3300-10-5) → (R)-(+)-1,9-fluorenylethylchloroformate (1428936-75-7,105764-39-4,107474-79-3,118609-65-7,154479-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (S)-diphenylprolinol / tert-butyl methyl ether / 0.75 h / 45 °C

2: pyridine; triethylamine / dichloromethane / 2 h / 0 - 25 °C

With pyridine; (S)-diphenylprolinol; triethylamine; In dichloromethane; tert-butyl methyl ether; 1: |Corey-Bakshi-Shibata Reduction;

DOI:10.1039/c3ob40218e

upstream raw materials:

bis(trichloromethyl) carbonate

(R)-1-(9H-fluoren-9-yl)ethan-1-ol

9-acetylfluorene

9H-fluorene

Downstream raw materials:

C₂₅H₂₃NO₄

C₂₅H₂₃NO₄

Refernces

• 1、 Amin, Mohammad A.,Camerino, Michelle A.,Mountford, Simon J.,Ma, Xiao,Manallack, David T.,Chalmers, David K.,Wills, Martin,Thompson, Philip E.. "(S)-(?)-Fluorenylethylchloroformate (FLEC); preparation using asymmetric transfer hydrogenation and application to the analysis and resolution of amines". . . Retrieved 2019/09/19.