3-hydroxymethyl-1,8-diisopropoxyanthraquinone

Base Information

Chemical Name:3-hydroxymethyl-1,8-diisopropoxyanthraquinone
CAS No.:355022-16-1
Molecular Formula:C₂₁H₂₂O₅
Molecular Weight:354.403
Hs Code.:

Synonyms:3-hydroxymethyl-1,8-diisopropoxyanthraquinone

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Chemical Property of 3-hydroxymethyl-1,8-diisopropoxyanthraquinone

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Technology Process of 3-hydroxymethyl-1,8-diisopropoxyanthraquinone

There total 1 articles about 3-hydroxymethyl-1,8-diisopropoxyanthraquinone 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: 38.0%

: (Ra)-8-bromo-4,5-diisopropoxy-1-(2',4'-dimethoxy-6'-hydroxyphenyl)-2-hydroxymethylanthraquinone

: 500-99-2
3,5-dimethoxyphenol

: 355022-16-1
3-hydroxymethyl-1,8-diisopropoxyanthraquinone

Guidance literature:: With sodium hydroxide; sodium dithionite; at 50 ℃; for 1h;
DOI:10.1021/jo020189s

Reference yield:

: 355022-16-1
3-hydroxymethyl-1,8-diisopropoxyanthraquinone

: 355022-27-4
3',5'-dimethoxyphenyl 1,8-dibromo-4,5-diisopropoxyanthraquinone-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / pyridine / 5 h / 70 °C

2: 89 percent / NaOAc; Br₂ / CCl₄; CHCl₃ / 3 h / Heating

3: 91 percent / aqueous NaOH / methanol / 2 h / 70 °C

4: 93 percent / MnO₂ / CH₂Cl₂ / 1 h / 20 °C

5: 97 percent / amidosulfuric acid; NaClO₂; NaOAc / dioxane; H₂O; acetic acid / 1.5 h / 20 °C

6: 90 percent / 4-dimethylaminopyridine; dicyclohexylcarbodiimide / dimethylformamide; CH₂Cl₂ / 0.58 h / 0 - 20 °C

With pyridine; dmap; manganese(IV) oxide; sodium hydroxide; sodium chlorite; aminosulfonic acid; bromine; sodium acetate; dicyclohexyl-carbodiimide; In 1,4-dioxane; methanol; tetrachloromethane; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo020189s

Reference yield:

: 355022-16-1
3-hydroxymethyl-1,8-diisopropoxyanthraquinone

: 1-(2-hydroxy-4,6-dimethoxy-phenyl)-4,5-diisopropoxy-2-methyl-anthraquinone

Guidance literature:: Multi-step reaction with 8 steps

1.1: 94 percent / pyridine / 3 h / 50 °C

2.1: 89 percent / Br₂; NaOAc / CHCl₃; CCl₄ / 3 h / 70 °C

3.1: 91 percent / KOH / methanol / 2 h / 70 °C

4.1: MnO₂ / CH₂Cl₂ / 6 h / 20 °C

4.2: NaClO₂; amidosulfuric acid; NaOAc / dioxane; H₂O; acetic acid / 20 °C

5.1: 90 percent / DCC; DMAP / CH₂Cl₂; dimethylformamide / 1 h / 0 - 20 °C

6.1: 68 percent / palladium(II) acetate; triphenylphosphine; sodium pivalate / N,N-dimethyl-acetamide / 4.5 h / 130 °C

7.1: (S)-3,3-di-Ph-1-Me-perhydropyrrolo[1,2-c]oxazaborol-BH₃ / tetrahydrofuran / 1 h / 0 °C

8.1: (CBrCl₂)2; polymer-bound PPh₃ / CH₂Cl₂ / 0.17 h / 20 °C

8.2: 48 percent / H₂ / Pd/C / methanol

With pyridine; dmap; manganese(IV) oxide; potassium hydroxide; (3aS)-1-methyl-3, 3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole borane complex; 1,2-dibromo-1,1,2,2-tetrachloroethane; polymer-bound PPh₃; bromine; sodium acetate; palladium diacetate; sodium pivalate; dicyclohexyl-carbodiimide; triphenylphosphine; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; chloroform; N,N-dimethyl acetamide; N,N-dimethyl-formamide;
DOI:10.1002/1521-3773(20010504)40:9<1687::AID-ANIE16870>3.0.CO;2-6