1-(3-Ethyl-2,6-dihydroxyphenyl)ethan-1-one

Base Information

• Chemical Name: 1-(3-Ethyl-2,6-dihydroxyphenyl)ethan-1-one
• CAS No.: 54337-59-6
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Hs Code.: 2914501900
• DSSTox Substance ID: DTXSID70379412
• Wikidata: Q82169196
• ChEMBL ID: CHEMBL3274343
• Mol file: 54337-59-6.mol

Synonyms:1-(3-ethyl-2,6-dihydroxyphenyl)ethan-1-one;54337-59-6;1-(3-ethyl-2,6-dihydroxyphenyl)ethanone;SCHEMBL3185583;CHEMBL3274343;DTXSID70379412

Chemical Property of 1-(3-Ethyl-2,6-dihydroxyphenyl)ethan-1-one

Chemical Property:

• Melting Point: 129.5 °C
• PSA: 57.53000
• LogP: 1.86280
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

1-(3-ETHYL-2,6-DIHYDROXYPHENYL)ETHAN-1-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C(=C(C=C1)O)C(=O)C)O

Technology Process of 1-(3-Ethyl-2,6-dihydroxyphenyl)ethan-1-one

There total 13 articles about 1-(3-Ethyl-2,6-dihydroxyphenyl)ethan-1-one 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: 81.0%

8-acetyl-6-ethyl-7-hydroxy-4-methyl coumarin (65490-30-4) → 3'-ethyl-2',6'-dihydroxyacetophenone (54337-59-6)

Guidance literature:

With sodium hydroxide; for 3h; Heating;

DOI:10.1021/jm990175n

Reference yield:

2-acetyl-4-ethyl-1,3-cyclo-hexanedione (125296-37-9) → 3'-ethyl-2',6'-dihydroxyacetophenone (54337-59-6)

Guidance literature:

Reference yield:

6-Ethyl-7-hydroxy-4-methylcumarin (1484-73-7) → 3'-ethyl-2',6'-dihydroxyacetophenone (54337-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / 3 h / Heating

2: 76 percent / AlCl₃ / 1 h / 170 °C

3: 81 percent / aq. NaOH / 3 h / Heating

With sodium hydroxide; aluminium trichloride; 1: Acetylation / 2: Fries rearrangement / 3: Hydrolysis;

DOI:10.1021/jm990175n

upstream raw materials:

2,4-diacetylresorcinol

8-acetyl-6-ethyl-7-hydroxy-4-methyl coumarin

3-acetyl-5-ethyl-2,4-dihydroxy-benzoic acid

3-acetyl-5-ethyl-2,4-dihydroxy-benzoic acid methyl ester

Downstream raw materials:

5'-ethyl-2',6'-dihydroxyacetophenone 2'-O-(2,3,4,6-O-tetraacetyl)-β-D-glucopyranoside

4-ethyl-1,3-benzenediol

2-{4'-[(4-benzyloxy-5-ethyl-3-methyl-benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonylamino}-3-methyl-butyric acid tert-butyl ester

N-{[4'-({[4-(benzyloxy)-5-ethyl-3-methyl-1-benzofuran-2-yl]carbonyl}amino)-1,1'-biphenyl-4-yl]sulfonyl}-L-valine