2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate → 4-(Azidomethyl)-2,2-dimethyl-1,3-dioxolane

HRID 2067197Notes

Reaction equation

HRID 2067197 reaction equation
[N:1]([CH2:4][CH2:5][O:6][CH:7]1[CH2:12]CC[CH2:9][O:8]1)=[N+:2]=[N-:3].[CH3:13]C1(C)OC(COS(C2C=CC(C)=CC=2)(=O)=O)CO1>>[N:1]([CH2:4][CH:5]1[CH2:9][O:8][C:7]([CH3:12])([CH3:13])[O:6]1)=[N+:2]=[N-:3]

Participants

3

Reactant 2

HCID 2350972,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonateHCID 600742872-(2-Azidoethoxy)oxane

Product 1

HCID 115356024-(Azidomethyl)-2,2-dimethyl-1,3-dioxolane

Procedure

The reaction was carried out similarly as described in the preparation of compound 408, using toluene-4-sulfonic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (37.8 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 0:100 to 20:80 as the eluent to afford the title compound as colourless foam.

Workup

  1. customThe crude product was purified by continuous gradient flash chromatography

Sources & evidence

ORD record
ord-abffc33633e94169875634d46af8b233
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

Loading…