1-Butyl-4-chloromethyl-2-methoxy-benzene → 4-Azidomethyl-1-butyl-2-methoxy-benzene

Reaction equation

[N:1]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2C=C[CH:14]=[CH:13][CH:12]=2)=[C:7]([O:17][CH3:18])[CH:6]=1)=[N+:2]=[N-:3].C(C1C=CC(CCl)=CC=1OC)CCC>>[N:1]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH2:13][CH3:14])=[C:7]([O:17][CH3:18])[CH:6]=1)=[N+:2]=[N-:3]

Participants

Reactant 2

HCID 593002161-Butyl-4-chloromethyl-2-methoxy-benzene

HCID 593002734-Azidomethyl-2-methoxy-biphenyl

Product 1

HCID 593001534-Azidomethyl-1-butyl-2-methoxy-benzeneYield 36%

Procedure

Following the same procedure for the preparation of 4-Azidomethyl-2-methoxy-biphenyl, the title compound is prepared from 1-Butyl-4-chloromethyl-2-methoxy-benzene (crude material from the previous step) in 36% yield (overall yield for 4 steps).

Workup

customin 36% yield (overall yield for 4 steps)

Sources & evidence

ORD record: ord-305d1ae7fdbf442182c910cbf7f01e89
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07713994B2

Reaction notes

Loading…