3-(BENZYLOXY)AZETIDINE BENZENESULFONATE

3-(BENZYLOXY)AZETIDINE BENZENESULFONATE Property

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

Appearance

White to off-white Solid

InChI

InChI=1S/C10H13NO.ClH/c1-2-4-9(5-3-1)8-12-10-6-11-7-10;/h1-5,10-11H,6-8H2;1H

InChIKey

BQTSSUSLZRYTQB-UHFFFAOYSA-N

SMILES

O(C1CNC1)CC1C=CC=CC=1.Cl

Safety

HS Code 

2933998090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

3-(BENZYLOXY)AZETIDINE BENZENESULFONATE Chemical Properties,Usage,Production

Synthesis

General procedure for the synthesis of 3-(benzyloxy)azetidine-1-carboxylic acid tert-butyl ester from 3-(benzyloxy)azetidine-1-carboxylic acid: tert-butyl ester of 3-(benzyloxy)azetidine-1-carboxylic acid (1.0 g) was placed in a round-bottomed flask, methanol-HCl solution (15 ml, 20%) was added, and the reaction was stirred for 1 h at room temperature. The reaction progress was monitored by thin layer chromatography (TLC). After completion of the reaction, the solvent was evaporated under reduced pressure to give the crude product as a white solid. The crude product was washed several times with ethyl acetate and dried thoroughly to afford the target compound 3-(benzyloxy)azetidine hydrochloride as a white solid in 92% yield, which can be used for subsequent reactions without further purification.

References

[1] Patent: WO2012/83246, 2012, A1. Location in patent: Page/Page column 46
[2] Patent: US9388164, 2016, B2. Location in patent: Page/Page column 74; 75
[3] Organic Letters, 2017, vol. 19, # 9, p. 2270 - 2273
[4] Patent: WO2017/202704, 2017, A1. Location in patent: Page/Page column 44; 45