Sodium Azide → Methanesulfonic acid 4-(2,4-dimethoxyphenyl)butyl ester

HRID 25110Notes

Reaction equation

HRID 25110 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH2:11][CH2:12][CH2:13][CH2:14][O:15][S:16]([CH3:19])(=[O:18])=[O:17].[N-:20]=[N+:21]=[N-:22].[Na+]>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH2:11][CH2:12][CH2:13][CH2:14][N:20]=[N+:21]=[N-:22].[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH2:11][CH2:12][CH2:13][CH2:14][O:15][S:16]([CH3:19])(=[O:18])=[O:17]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 86589939Methanesulfonic acid 4-(2,4-dimethoxyphenyl)butyl ester

Product 2

HCID 225661244-(2,4-Dimethoxyphenyl)butyl azideHCID 86589939Methanesulfonic acid 4-(2,4-dimethoxyphenyl)butyl esterYield 187.7%

Procedure

Azide 78 was prepared by typical procedure C from ester 77 (4.6 g, 0.015 mol) and sodium azide (1.5 g, 0.023 mol). Compound 77 (4.06 g, 75%) was isolated as a yellow oil. 1H NMR (300 MHz, CDCl3) δ1.62 (m, 4H), 2.58 (m, 2H), 3.30 (m, 2H), 3.80 (s, 6H) 7.00 (m, 1H).

Sources & evidence

ORD record
ord-84e8001c046746f2a5775b01b1246c15
Source dataset
uspto-grants-2005_02
Patent number
US06858614B2

Reaction notes

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