4-Hydroxy-3-methoxybenzylamine hydrochloride Chemical Properties

Melting point:

219-221 °C (dec.)(lit.)

storage temp. 

Store below +30°C.

solubility 

DMSO (Slightly, Heated), Methanol (Slightly)

form 

Powder

color 

Off-white

Sensitive 

Moisture Sensitive

BRN 

3915418

Stability:

Hygroscopic

InChI

InChI=1S/C8H11NO2.ClH/c1-11-8-4-6(5-9)2-3-7(8)10;/h2-4,10H,5,9H2,1H3;1H

InChIKey

PUDMGOSXPCMUJZ-UHFFFAOYSA-N

SMILES

C1(OC)=C(O)C=CC(CN)=C1.Cl

LogP

5.4 at 30℃

CAS DataBase Reference

7149-10-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29214990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Hydroxy-3-methoxybenzylamine hydrochloride Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

A metabolite of Capsaicin.

Synthesis

The preparation method of the present invention for the preparation of vanillin amine hydrochloride is described in detail in the following steps: A, 4-hydroxy-3-methoxybenzaldehyde oxime was used as raw material, and ethanol was used as solvent; firstly, 133.6 g (0.80 mol) of 4-hydroxy-3-methoxybenzaldehyde oxime was added into a 2L three-necked flask fitted with a stirrer and a thermometer, and then 1,400mL of ethanol and 13.0 g of an aluminum-zinc Nickel composite catalyst, under the condition of passing hydrogen for protection, heating to 40°C, the reaction for 8 hours; B, after the completion of the reaction filtration (the filtrate residue is the unreacted catalyst, can be recycled), in the filtrate add 70mL of hydrochloric acid with a mass concentration of 30%, adjusting the filtrate pH to 1, precipitated white crystals, filtration to isolate the white crystals, drying in vacuum, to obtain vanillin amine hydrochloride 136.8 g, yield 90.5%.

References

[1] Polymer, 2011, vol. 52, # 9, p. 1908 - 1916
[2] Journal of Organic Chemistry, 1988, vol. 53, # 5, p. 1064 - 1071
[3] Patent: CN106366004, 2017, A. Location in patent: Paragraph 0017-0028
[4] Patent: JP2005/527478, 2005, A. Location in patent: Page/Page column 4
[5] Russian Chemical Bulletin, 2018, vol. 67, # 8, p. 1394 - 1400

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