8-(aminomethyl)naphthalene-2-carboxylicacidhydrochloride

Base Information

• Chemical Name: 8-(aminomethyl)naphthalene-2-carboxylicacidhydrochloride
• CAS No.: 152768-98-4
• Molecular Formula: C₁₂H₁₁NO₂*ClH
• Molecular Weight: 237.686
• Mol file: 152768-98-4.mol

Synonyms:2-Naphthalenecarboxylicacid, 8-(aminomethyl)-, hydrochloride (9CI)

Chemical Property of 8-(aminomethyl)naphthalene-2-carboxylicacidhydrochloride

Chemical Property:

• PSA: 63.32000
• LogP: 3.49900

Purity/Quality:

97% ^*data from raw suppliers

8-(Aminomethyl)naphthalene-2-carboxylic acidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-(aminomethyl)naphthalene-2-carboxylicacidhydrochloride

There total 6 articles about 8-(aminomethyl)naphthalene-2-carboxylicacidhydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.3%

Methyl 8-(Aminomethyl)naphth-2-oate Hydrochloride (130532-66-0) → 8-(Aminomethyl)naphth-2-oic Acid Hydrochloride (152768-98-4)

Guidance literature:

With hydrogenchloride; for 5h; Heating;

DOI:10.1002/hlca.19930760414

Reference yield:

8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid (89781-52-2) → 8-(Aminomethyl)naphth-2-oic Acid Hydrochloride (152768-98-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 71.7 percent / methanol; diethyl ether

2: 2) conc. HCl / 1) toluene, -15 deg C, 1.5 h, 2) MeOH, -70 deg C, 1 h

3: 84.2 percent / KHSO₄ / 1 h / 150 °C

4: 93.7 percent / DDQ / dioxane / 14 h / 120 °C

5: 91 percent / H₂, 4N aq. HCl / 10percent Pd/C / methanol / 18 h / 23 °C / 3800 Torr

6: 94.3 percent / 18percent aq. HCl / 5 h / Heating

With hydrogenchloride; potassium hydrogensulfate; hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In 1,4-dioxane; methanol; diethyl ether;

DOI:10.1002/hlca.19930760414

Reference yield:

methyl 8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate (116047-26-8) → 8-(Aminomethyl)naphth-2-oic Acid Hydrochloride (152768-98-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 2) conc. HCl / 1) toluene, -15 deg C, 1.5 h, 2) MeOH, -70 deg C, 1 h

2: 84.2 percent / KHSO₄ / 1 h / 150 °C

3: 93.7 percent / DDQ / dioxane / 14 h / 120 °C

4: 91 percent / H₂, 4N aq. HCl / 10percent Pd/C / methanol / 18 h / 23 °C / 3800 Torr

5: 94.3 percent / 18percent aq. HCl / 5 h / Heating

With hydrogenchloride; potassium hydrogensulfate; hydrogen; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In 1,4-dioxane; methanol;

DOI:10.1002/hlca.19930760414

upstream raw materials:

Methyl 8-(Aminomethyl)naphth-2-oate Hydrochloride

8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

methyl 8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate

methyl 8-cyano-2-naphthoate

Refernces