3-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-5-hydroxymethyl-benzoic acid ethyl ester

Base Information

Chemical Name:3-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-5-hydroxymethyl-benzoic acid ethyl ester
CAS No.:692205-74-6
Molecular Formula:C₄₀H₄₉BrO₇
Molecular Weight:721.729
Hs Code.:

Synonyms:3-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-5-hydroxymethyl-benzoic acid ethyl ester

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Chemical Property of 3-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-5-hydroxymethyl-benzoic acid ethyl ester

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Technology Process of 3-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-5-hydroxymethyl-benzoic acid ethyl ester

There total 8 articles about 3-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-5-hydroxymethyl-benzoic acid ethyl 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: 86.0%

: ethyl 3-hydroxy-5-(hydroxymethyl)benzoate

: 692205-69-9
2-[4-bromo-3-(2-bromo-ethoxy)-5-decyloxy-benzyloxymethyl]-naphthalene

: 692205-74-6
3-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-5-hydroxymethyl-benzoic acid ethyl ester

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In acetone; for 12h; Heating;
DOI:10.1021/jo049878p

Reference yield:

: 2050-77-3
Iododecane

: 692205-74-6
3-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-5-hydroxymethyl-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate; 18-crown-6 / acetone / 12 h / Heating

2: 63 percent / sodium hydride; 18-crown-6 / tetrahydrofuran / 20 °C

3: 81 percent / borane-dimethyl sulfide complex / tetrahydrofuran / 8 h / Heating

4: 96 percent / triphenylphosphine; N-bromosuccinimide / tetrahydrofuran / 20 °C

5: 86 percent / potassium carbonate; 18-crown-6 / acetone / 12 h / Heating

With N-Bromosuccinimide; 18-crown-6 ether; dimethylsulfide borane complex; sodium hydride; potassium carbonate; triphenylphosphine; In tetrahydrofuran; acetone;
DOI:10.1021/jo049878p

Reference yield:

: 350035-53-9
3,5-dihydroxy-4-bromobenzoic acid ethyl ester

: 692205-74-6
3-{2-[2-bromo-3-decyloxy-5-(naphthalen-2-ylmethoxymethyl)-phenoxy]-ethoxy}-5-hydroxymethyl-benzoic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 27 percent / LiAlH₄ / tetrahydrofuran / 2 h

2: 84 percent / potassium carbonate; potassium iodide; 18-crown-6 / acetone / 6 h / Heating

3: potassium carbonate; 18-crown-6 / acetone / 12 h / Heating

4: 63 percent / sodium hydride; 18-crown-6 / tetrahydrofuran / 20 °C

5: 81 percent / borane-dimethyl sulfide complex / tetrahydrofuran / 8 h / Heating

6: 96 percent / triphenylphosphine; N-bromosuccinimide / tetrahydrofuran / 20 °C

7: 86 percent / potassium carbonate; 18-crown-6 / acetone / 12 h / Heating

With N-Bromosuccinimide; lithium aluminium tetrahydride; 18-crown-6 ether; dimethylsulfide borane complex; sodium hydride; potassium carbonate; triphenylphosphine; potassium iodide; In tetrahydrofuran; acetone;
DOI:10.1021/jo049878p