Sodium Azide → (R)-1-azido-3-(3-(2-ethylbutoxy)phenyl)propan-2-ol

HRID 74365Notes

Reaction equation

Cl[CH2:2][C@H:3]([OH:18])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH2:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH:6]=1.[N-:19]=[N+:20]=[N-:21].[Na+]>>[N:19]([CH2:2][C@H:3]([OH:18])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH2:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH:6]=1)=[N+:20]=[N-:21]

Participants

Reactant 2

HCID 33557Sodium Azide

HCID 67316767(R)-1-chloro-3-(3-(2-ethylbutoxy)phenyl)propan-2-ol

Product 1

HCID 86637619(R)-1-azido-3-(3-(2-ethylbutoxy)phenyl)propan-2-ol

Procedure

Treatment of (R)-1-chloro-3-(3-(2-ethylbutoxy)phenyl)propan-2-ol with sodium azide following the method used in Example 66 gave (R)-1-azido-3-(3-(2-ethylbutoxy)phenyl)propan-2-ol which was used without further purification.

Sources & evidence

ORD record: ord-2d419090e8b24a778e2e678f0a3ffb2d
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08829244B2

Reaction notes

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