Specifications
CLASS
Protection, Deprotection, Derivatization
SUBCLASS
Protecting and Derivatizing Reagents [Synthetic Reagents]
APPLICATION
A Mild Reagent for Benzoylation
Typical Procedure: 1-Adamantanol (99 mg, 0.65 mmol) is added to a dry round-bottom flask, which has been equipped with a stir bar and rubber septum. After purging with dry nitrogen, dry CH2Cl2 is added to make a 0.1 M solution. Pyridine (245 mg, 3.1 mmol, 4.8 eq.) is added to the reaction vessel, and the solution is cooled to -78 °C. BzOTf (495 mg, 1.95 mmol, 3.0 eq.) is then added via syringe. After proceeding for 30 min at -78 °C, the solution is allowed to warm to ambience, and after 1 h at room temperature, is quenched with MeOH, followed by filtration through Florisil® with CH2Cl2 prior to removal of the solvent at reduced pressure. Purification by preparative TLC gives the product (148 mg, 0.58 mmol, 89%). Recrystallization from methanol gives white needles.
PUBCHEM SUBSTANCE ID
125307799.0
BEILSTEIN/REAXYS NUMBER
2217043.0
HAZARD STATEMENTS
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
PRECAUTIONARY STATEMENTS
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P362 : Take off contaminated clothing and wash before reuse.
*USAGE / SAFETY STATEMENT
For laboratory research and development purposes only.
QUALITY CERTIFICATION / COMPLIANCE
Fukaya factory is certified for GMP, ISO14001:2004 (JQA-EM5386) and IQ Net (JP-JQA-EM5386).
APPEARANCE
Colorless to Light orange to Yellow clear liquid
MOLECULAR FORMULA
C8H5F3O4S
PURITY / ANALYSIS METHOD
>98.0%(T)