Phenol, 3-[8-(methylpentylamino)-1,4-dioxaspiro[4.5]dec-8-yl]-, hydrochloride

Base Information

• Chemical Name: Phenol, 3-[8-(methylpentylamino)-1,4-dioxaspiro[4.5]dec-8-yl]-, hydrochloride
• CAS No.: 65620-02-2
• Molecular Formula: C20H31NO3.ClH
• Molecular Weight: 369.932
• Mol file: 65620-02-2.mol

Synonyms:

Chemical Property of Phenol, 3-[8-(methylpentylamino)-1,4-dioxaspiro[4.5]dec-8-yl]-, hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenol, 3-[8-(methylpentylamino)-1,4-dioxaspiro[4.5]dec-8-yl]-, hydrochloride

There total 10 articles about Phenol, 3-[8-(methylpentylamino)-1,4-dioxaspiro[4.5]dec-8-yl]-, hydrochloride 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:

[8-(3-Benzyloxy-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-methyl-pentyl-amine → 4-(m-hydroxyphenyl)-4-(methyl-n-pentylamino)cyclohexanone ethylene ketal hydrochloride (65620-02-2)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethyl acetate; for 24h; Yield given;

DOI:10.1021/jm00135a019

Reference yield:

1-(3-methoxyphenyl)-4-oxocyclohexanecarbonitrile (13225-34-8) → 4-(m-hydroxyphenyl)-4-(methyl-n-pentylamino)cyclohexanone ethylene ketal hydrochloride (65620-02-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 93 percent / BBr₃ / CH₂Cl₂ / 4 h

2: 93 percent / p-toluenesulfonic acid (p-TSA) / benzene / 4 h / Heating

3: 1.) NaH / 1.) DMF, C₆H₆, a) RT, 15 min, b) reflux, 1 h, 2.) DMF, C₆H₆, reflux, 4 h

4: 98 percent / NaOH / ethane-1,2-diol / 18 h / Heating

5: 82 percent / Et₃N, (C₆H₅O)2PON₃ / various solvent(s) / 1 h / 90 °C

6: 71 percent / LiAlH₄ / tetrahydrofuran / 5 h / Heating

7: Et₃N / tetrahydrofuran / 7 h / 0 °C

8: LiAlH₄ / tetrahydrofuran / 7 h / Heating

9: H₂, 2 N etheral HCl / 10percent Pd/C / ethyl acetate / 24 h

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; diphenyl phosphoryl azide; hydrogen; boron tribromide; sodium hydride; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethylene glycol; ethyl acetate; benzene;

DOI:10.1021/jm00135a019

Reference yield:

4-cyano-4-(m-hydroxyphenyl)cyclohexanone (65619-83-2) → 4-(m-hydroxyphenyl)-4-(methyl-n-pentylamino)cyclohexanone ethylene ketal hydrochloride (65620-02-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 93 percent / p-toluenesulfonic acid (p-TSA) / benzene / 4 h / Heating

2: 1.) NaH / 1.) DMF, C₆H₆, a) RT, 15 min, b) reflux, 1 h, 2.) DMF, C₆H₆, reflux, 4 h

3: 98 percent / NaOH / ethane-1,2-diol / 18 h / Heating

4: 82 percent / Et₃N, (C₆H₅O)2PON₃ / various solvent(s) / 1 h / 90 °C

5: 71 percent / LiAlH₄ / tetrahydrofuran / 5 h / Heating

6: Et₃N / tetrahydrofuran / 7 h / 0 °C

7: LiAlH₄ / tetrahydrofuran / 7 h / Heating

8: H₂, 2 N etheral HCl / 10percent Pd/C / ethyl acetate / 24 h

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; diphenyl phosphoryl azide; hydrogen; sodium hydride; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethylene glycol; ethyl acetate; benzene;

DOI:10.1021/jm00135a019

upstream raw materials:

1-(3-methoxyphenyl)-4-oxocyclohexanecarbonitrile

4-cyano-4-(m-hydroxyphenyl)cyclohexanone

4-cyano-4-(m-hydroxyphenyl)cyclohexanone ethylene ketal

1--4-(methylamino)cyclohexan-1-one ethylene ketal

Refernces

• 1、 -. "4-Amino-4-phenylcyclohexanone ketal compositions and process of use". . . Retrieved 2008/06/13.