Réaction #554653

Équation de réaction

1-4

(1-Benzylazepan-3-yl)methanol

3-methyl-4-fluorophenol

DIAD

→

1-5

1-Benzyl-3-[(4-fluoro-3-methylphenoxy)methyl]azepane

Solvants

DCM

Conditions de réaction

Traitement

1. 1
   Filtrationfiltered
2. 2
   Concentrationthe filtrate was concentrated
3. 3
   AutreThe crude material was purified by gradient elution on silica gel (0 to 50% EtOAc in Hex)

Mode opératoire

A solution of 1-4 (500 mg, 2.280 mmol), 3-methyl-4-fluorophenol (288 mg, 2.280 mmol), and tiphenylphosphine-resin bound (1.060 g @ 2.15 mmol/g) in DCM (20 ml) was treated with DIAD (0.443 ml, 2.280 mmol). The mixture was stirred overnight at RT, filtered, and the filtrate was concentrated. The crude material was purified by gradient elution on silica gel (0 to 50% EtOAc in Hex) to yield 1-5 as a pale yellow oil. Data for 1-5: LRMS m/z (M+H): 328.2.

Source