Sodium Azide → HCID 23369657, compound

HRID 1900836Notes

Reaction equation

HRID 1900836 reaction equation
Br[CH2:2][C:3]1([CH3:20])[O:19][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[C:9]([CH3:18])([CH3:17])[CH2:8]3.[N-:21]=[N+:22]=[N-:23].[Na+]>C(OCC)(=O)C.CCCCCC>[N:21]([CH2:2][C:3]1([CH3:20])[O:19][C:6]2=[C:7]3[C:12](=[C:13]([CH3:15])[CH:14]=[C:5]2[CH2:4]1)[NH:11][C:10](=[O:16])[C:9]([CH3:18])([CH3:17])[CH2:8]3)=[N+:22]=[N-:23]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 23369619HCID 23369619, compound

Product 1

HCID 23369657HCID 23369657, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Using 2-bromomethyl-2,5,8,8-tetramethyl-2,3,6,7,8,9-hexahydrofuro[2,3-f]quinoline-7-one (1.28 g, 3.78 mmol) and sodium azide (1.96 g, 30.1 mmol), the procedure of Example 300 was followed (reaction, post-treatment, and recrystallization from ethyl acetate-hexane) to obtain 921 mg of the title compound as colorless needles (81%).

Sources & evidence

ORD record
ord-36c85e1cd132404d9e339186273614aa
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

Loading…