2-[5-(1-hydroxy-but-3-enyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl]-3-methoxyphenol

Base Information

Chemical Name:2-[5-(1-hydroxy-but-3-enyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl]-3-methoxyphenol
CAS No.:430436-52-5
Molecular Formula:C₂₃H₂₇NO₃
Molecular Weight:365.472
Hs Code.:

Synonyms:2-[5-(1-hydroxy-but-3-enyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl]-3-methoxyphenol

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Chemical Property of 2-[5-(1-hydroxy-but-3-enyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl]-3-methoxyphenol

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Technology Process of 2-[5-(1-hydroxy-but-3-enyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl]-3-methoxyphenol

There total 6 articles about 2-[5-(1-hydroxy-but-3-enyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl]-3-methoxyphenol 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:

: 430436-51-4
1-{6-[2-(tert-butyldimethylsilanoxy)-6-methoxyphenyl]-2,2,4-trimethyl-1,2-dihydroquinolin-5-yl}but-3-en-1-ol

: 430436-52-5
2-[5-(1-hydroxy-but-3-enyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl]-3-methoxyphenol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ja0171198

Reference yield:

: 239070-97-4
2,5-dihydro-10-methoxy-5-oxo-2,2,4-trimethyl-1H-[1]benzopyrano [3,4-f]quinoline

: 430436-52-5
2-[5-(1-hydroxy-but-3-enyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl]-3-methoxyphenol

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrahydrofuran / 0 - 20 °C

1.2: tetrahydrofuran / 0.5 h / 40 °C

2.1: DIBAL / CH₂Cl₂; heptane / -45 - -40 °C

3.1: 4.8 g / 2-iodoxybenzoic acid / 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

4.1: (+)-DIP-Cl / diethyl ether / 2 h / -78 °C

4.2: diethyl ether / -77 °C

5.1: TBAF / tetrahydrofuran / 2 h / 20 °C

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; B-chlorodiisopinocampheylborane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; diethyl ether; n-heptane; dichloromethane;
DOI:10.1021/ja0171198

Reference yield:

: 239071-11-5
6-[2-(tert-butyldimethylsilanoxy)-6-methyloxyphenyl]=2,2,4-trimethyl-1,2-dihydroquinoline-5-carbaldehyde

: 430436-52-5
2-[5-(1-hydroxy-but-3-enyl)-2,2,4-trimethyl-1,2-dihydroquinolin-6-yl]-3-methoxyphenol

Guidance literature:: Multi-step reaction with 2 steps

1.1: (+)-DIP-Cl / diethyl ether / 2 h / -78 °C

1.2: diethyl ether / -77 °C

2.1: TBAF / tetrahydrofuran / 2 h / 20 °C

With tetrabutyl ammonium fluoride; B-chlorodiisopinocampheylborane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja0171198