Benzeneacetic acid, 4-(oxiranylmethoxy)-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester

Base Information

• Chemical Name: Benzeneacetic acid, 4-(oxiranylmethoxy)-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester
• CAS No.: 114653-14-4
• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.451
• Mol file: 114653-14-4.mol

Synonyms:

Chemical Property of Benzeneacetic acid, 4-(oxiranylmethoxy)-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzeneacetic acid, 4-(oxiranylmethoxy)-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester

There total 7 articles about Benzeneacetic acid, 4-(oxiranylmethoxy)-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester 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:

4-hydroxyphenylacetate (156-38-7) → (4-Oxiranylmethoxy-phenyl)-acetic acid (1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (114653-14-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 93.5 percent / conc. H₂SO₄ / 1 h / Heating

2: 99 percent / HCl gas / tetrahydrofuran; ethyl acetate / 29 h / Ambient temperature

3: 87 percent / aq. NaOH / methanol / 18 h / Ambient temperature

4: p-toluenesulfonic acid / pyridine / 16 h / Ambient temperature

5: aq. oxalic acid / methanol / 1 h / Heating

6: sodium hydride / dimethylformamide / 42 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; sulfuric acid; oxalic acid; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00403a028

Reference yield:

endo-borneol (464-45-9) → (4-Oxiranylmethoxy-phenyl)-acetic acid (1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (114653-14-4)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / pyridine / 16 h / Ambient temperature

2: aq. oxalic acid / methanol / 1 h / Heating

3: sodium hydride / dimethylformamide / 42 h / Ambient temperature

With oxalic acid; sodium hydride; toluene-4-sulfonic acid; In pyridine; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00403a028

Reference yield:

(4-hydroxy-phenyl)-acetic acid ethyl ester (17138-28-2) → (4-Oxiranylmethoxy-phenyl)-acetic acid (1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester (114653-14-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / HCl gas / tetrahydrofuran; ethyl acetate / 29 h / Ambient temperature

2: 87 percent / aq. NaOH / methanol / 18 h / Ambient temperature

3: p-toluenesulfonic acid / pyridine / 16 h / Ambient temperature

4: aq. oxalic acid / methanol / 1 h / Heating

5: sodium hydride / dimethylformamide / 42 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; oxalic acid; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00403a028

upstream raw materials:

(4-Hydroxy-phenyl)-acetic acid (1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester

epichlorohydrin

4-hydroxyphenylacetate

endo-borneol

Downstream raw materials:

[4-(2-Hydroxy-3-isopropylamino-propoxy)-phenyl]-acetic acid (1S,2R,4S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester