1-(2-chloro-4-hydroxyphenyl)-tert-butylaminoethanol

Base Information

• Chemical Name: 1-(2-chloro-4-hydroxyphenyl)-tert-butylaminoethanol
• CAS No.: 58020-43-2
• Molecular Formula: C12H18 Cl N O2
• Molecular Weight: 243.733
• Mol file: 58020-43-2.mol

Synonyms:4-Hydroxytulobuterol;HOKU 81

Chemical Property of 1-(2-chloro-4-hydroxyphenyl)-tert-butylaminoethanol

Chemical Property:

• Vapor Pressure: 7.55E-07mmHg at 25°C
• Boiling Point: 392°Cat760mmHg
• Flash Point: 190.9°C
• PSA: 52.49000
• Density: 1.184g/cm³
• LogP: 2.85800

Purity/Quality:

98%Min ^*data from raw suppliers

HOKU-81 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(2-chloro-4-hydroxyphenyl)-tert-butylaminoethanol

There total 6 articles about 1-(2-chloro-4-hydroxyphenyl)-tert-butylaminoethanol 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: 35.0%

1-[4-(benzyloxy)-2-chlorophenyl]-2-(tert-butylamino)ethanol (67759-10-8) → (-)-α-[(tert-Butylamino)methyl]-2-chloro-4-hydroxybenzyl alcohol (58020-43-2,134865-33-1)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; for 0.5h; under 3800.26 Torr;

DOI:10.1134/S1070428020030045

Reference yield:

3-monochlorophenol (108-43-0) → (-)-α-[(tert-Butylamino)methyl]-2-chloro-4-hydroxybenzyl alcohol (58020-43-2,134865-33-1)

Guidance literature:

Multi-step reaction with 5 steps

2: potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride / acetonitrile

3: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 5 - 20 °C

4: water / 3 h / Reflux

5: 5%-palladium/activated carbon; hydrogen / ethanol / 0.5 h / 20 °C / 3800.26 Torr

With 5%-palladium/activated carbon; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; potassium carbonate; In ethanol; water; dimethyl sulfoxide; acetonitrile; 1: |Reimer-Tiemann Phenol Formylation / 3: |Johnson-Corey-Chaykovsky Reaction;

DOI:10.1134/S1070428020030045

Reference yield:

2-chloro-4-hydroxybenzaldehyde (56962-11-9) → (-)-α-[(tert-Butylamino)methyl]-2-chloro-4-hydroxybenzyl alcohol (58020-43-2,134865-33-1)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate; N-benzyl-N,N,N-triethylammonium chloride / acetonitrile

2: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 5 - 20 °C

3: water / 3 h / Reflux

4: 5%-palladium/activated carbon; hydrogen / ethanol / 0.5 h / 20 °C / 3800.26 Torr

With 5%-palladium/activated carbon; potassium tert-butylate; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; potassium carbonate; In ethanol; water; dimethyl sulfoxide; acetonitrile; 2: |Johnson-Corey-Chaykovsky Reaction;

DOI:10.1134/S1070428020030045

upstream raw materials:

3-monochlorophenol

2-chloro-4-hydroxybenzaldehyde

4-(benzyloxy)-2-chlorobenzaldehyde

1-[4-(benzyloxy)-2-chlorophenyl]-2-(tert-butylamino)ethanol

Refernces

• 1、 -. "Optically active benzyl alcohol compound and pharmaceutical composition". . . Retrieved 2008/06/13.