Chloroform → HCID 20222977, compound

Reaction equation

C([NH:4][C:5]1C=[C:7]2[C:12](=[C:13]([CH3:15])[CH:14]=1)[C:11](=[O:16])[CH2:10][CH2:9][CH2:8]2)(=O)C.C(O[Cl:22])(C)(C)C.[CH:23]([Cl:26])(Cl)Cl>>[NH2:4][C:5]1[C:23]([Cl:26])=[C:7]2[C:12](=[C:13]([CH3:15])[C:14]=1[Cl:22])[C:11](=[O:16])[CH2:10][CH2:9][CH2:8]2

Participants

Reactant 3

HCID 6212Chloroform

HCID 521297Tert-Butyl hypochlorite

HCID 20223013N-(5,6,7,8-Tetrahydro-4-methyl-5-oxo-2-naphthalenyl)acetamide

Product 1

HCID 20222977HCID 20222977, compoundYield 50%

Conditions

Temperature: -78 °C

Procedure

A solution of the product from Example 130 (1.78 g) in chloroform (50 ml) at -78° C. was treated with t-butylhypochlorite (2 ml) in two portions. The reaction was stirred at -78° C. for 10 minutes. Following the procedure of Example 95 the desired product was obtained in 50% yield.