Sodium Azide → 3-(4-Methoxyphenyl)propylazide

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11]OS(C)(=O)=O)=[CH:5][CH:4]=1.[N-:17]=[N+:18]=[N-:19].[Na+]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][N:17]=[N+:18]=[N-:19])=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 33557Sodium Azide

HCID 116659383-(4-Methoxyphenyl)propyl methanesulfonate

Product 1

HCID 117153263-(4-Methoxyphenyl)propylazideYield 75%

Procedure

Azide 12 was prepared according to procedure C from 11 (8.8 g, 0.036 mol) and sodium azide (3 g, 0.045 mol) in 75% yield. 1H NMR (300 MHz, CDCl3) δ1.90 (m, 2H), 2.65 (t, 2H), 3.28 (m, 2H), 3.80 (s, 3H), 6.85 (d, 2H), 7.10 (d, 2H).

Sources & evidence

ORD record: ord-ecc3d34abe6944378680c61041ed91c2
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06858614B2

Reaction notes

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