4-Hydroxymethyl-3-[2-hydroxy-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propyl]-benzoic acid

Base Information

Chemical Name:4-Hydroxymethyl-3-[2-hydroxy-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propyl]-benzoic acid
CAS No.:115580-72-8
Molecular Formula:C₂₅H₃₂O₄
Molecular Weight:396.527
Hs Code.:

Synonyms:4-Hydroxymethyl-3-[2-hydroxy-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propyl]-benzoic acid

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Chemical Property of 4-Hydroxymethyl-3-[2-hydroxy-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propyl]-benzoic acid

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Technology Process of 4-Hydroxymethyl-3-[2-hydroxy-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propyl]-benzoic acid

There total 8 articles about 4-Hydroxymethyl-3-[2-hydroxy-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propyl]-benzoic acid 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: 98.0%

: 115580-71-7
1-Oxo-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-isochroman-6-carboxylic acid

: 115580-72-8
4-Hydroxymethyl-3-[2-hydroxy-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propyl]-benzoic acid

Guidance literature:: With lithium borohydride; In tetrahydrofuran; for 12h; Heating;
DOI:10.1016/S0040-4039(00)96596-1

Reference yield:

: 13815-89-9
2-bromobenzene-1,4-dicarbonyl dichloride

: 115580-72-8
4-Hydroxymethyl-3-[2-hydroxy-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propyl]-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) N(C₂H₅)3, 2.) SOCl₂ / 1.) CH₂Cl₂, 20 deg C, 2 h, 2.) 20 deg C, 4 h

2: KOtBu / diethyl ether / 2 h

3: 1.) tBuLi / 2.) CuI / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 to 20 deg C, 8 h

4: 98 percent / 5 N HCl / 8 h / Heating

5: 98 percent / LiBH₄ / tetrahydrofuran / 12 h / Heating

With hydrogenchloride; lithium borohydride; thionyl chloride; potassium tert-butylate; tert.-butyl lithium; triethylamine; copper(l) iodide; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0040-4039(00)96596-1

Reference yield:

: 115580-67-1
6-Allyl-1,1,4,4-tetramethyl-1,2,3,4-tetrahydro-naphthalene

: 115580-72-8
4-Hydroxymethyl-3-[2-hydroxy-3-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-propyl]-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / MCPBA / CH₂Cl₂ / 8 h / 20 °C

2: 1.) tBuLi / 2.) CuI / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 to 20 deg C, 8 h

3: 98 percent / 5 N HCl / 8 h / Heating

4: 98 percent / LiBH₄ / tetrahydrofuran / 12 h / Heating

With hydrogenchloride; lithium borohydride; tert.-butyl lithium; 3-chloro-benzenecarboperoxoic acid; copper(l) iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)96596-1