4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane]

Base Information

Chemical Name:4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane]
CAS No.:1373042-37-5
Molecular Formula:C₃₈H₄₆O₄
Molecular Weight:566.781
Hs Code.:

Synonyms:

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Chemical Property of 4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane]

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Technology Process of 4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane]

There total 6 articles about 4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane] 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: 50.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1373042-36-4
4,8-dibutyl-1,2,3,5,6,7-hexahydro-s-indacene-2,6-dicarbaldehyde

: 100-52-7
benzaldehyde

: 1373042-37-5
4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane]

Guidance literature:: formaldehyd; 4,8-dibutyl-1,2,3,5,6,7-hexahydro-s-indacene-2,6-dicarbaldehyde; With sodium hydroxide; In 1,4-dioxane; methanol; water; at 0 - 20 ℃;

benzaldehyde; With toluene-4-sulfonic acid; In toluene; for 2h; Reflux;
DOI:10.1021/jo300266b

Reference yield:

: C₂₀H₃₁BrO₂

: 1373042-37-5
4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane]

Guidance literature:: Multi-step reaction with 12 steps

1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.25 h / -60 °C / Inert atmosphere

1.2: 1 h / -60 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / 3 h

3.1: water; trifluoroacetic acid / 0.25 h / Reflux

4.1: piperidine / pyridine / 94 h / 50 °C / Inert atmosphere; Large scale reaction

5.1: palladium 10% on activated carbon; hydrogen / ethanol; acetic acid / 60 °C / 45004.5 Torr

6.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 4 h / Inert atmosphere; Reflux

7.1: aluminum (III) chloride / carbon disulfide / 18 h / Inert atmosphere; Reflux

7.2: 0 °C

8.1: sodium hydride / toluene / 5 h / Inert atmosphere; Reflux

9.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 40 °C / 11251.1 Torr

10.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 20 °C / Inert atmosphere

11.1: dimethyl sulfoxide / dichloromethane / 0.5 h / -70 °C / Inert atmosphere

11.2: 0.5 h / -70 - 20 °C / Inert atmosphere

12.1: sodium hydroxide / 1,4-dioxane; methanol; water / 0 - 20 °C

12.2: 2 h / Reflux

With piperidine; aluminum (III) chloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; palladium 10% on activated carbon; water; hydrogen; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; carbon disulfide; hexanes; diethyl ether; ethanol; dichloromethane; water; acetic acid; toluene; 4.1: Knoevenagel-Doebner condensation / 7.1: Friedel Crafts acylation / 8.1: Claisen condensation / 11.1: Swern oxidation / 11.2: Swern oxidation;
DOI:10.1021/jo300266b

Reference yield:

: C₁₅H₂₁BrO

: 1373042-37-5
4',8'-dibutyl-2,2''-diphenyl-5',7'-dihydro-1'H,3'H-dispiro[1,3-dioxane-5,2'-[s]indacene-6',5''-[1,3]dioxane]

Guidance literature:: Multi-step reaction with 13 steps

1.1: toluene-4-sulfonic acid / toluene / 5 h

2.1: n-butyllithium / tetrahydrofuran; hexanes / 0.25 h / -60 °C / Inert atmosphere

2.2: 1 h / -60 - 20 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / toluene / 3 h

4.1: water; trifluoroacetic acid / 0.25 h / Reflux

5.1: piperidine / pyridine / 94 h / 50 °C / Inert atmosphere; Large scale reaction

6.1: palladium 10% on activated carbon; hydrogen / ethanol; acetic acid / 60 °C / 45004.5 Torr

7.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 4 h / Inert atmosphere; Reflux

8.1: aluminum (III) chloride / carbon disulfide / 18 h / Inert atmosphere; Reflux

8.2: 0 °C

9.1: sodium hydride / toluene / 5 h / Inert atmosphere; Reflux

10.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 40 °C / 11251.1 Torr

11.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 20 °C / Inert atmosphere

12.1: dimethyl sulfoxide / dichloromethane / 0.5 h / -70 °C / Inert atmosphere

12.2: 0.5 h / -70 - 20 °C / Inert atmosphere

13.1: sodium hydroxide / 1,4-dioxane; methanol; water / 0 - 20 °C

13.2: 2 h / Reflux

With piperidine; aluminum (III) chloride; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; palladium 10% on activated carbon; water; hydrogen; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; carbon disulfide; hexanes; diethyl ether; ethanol; dichloromethane; water; acetic acid; toluene; 5.1: Knoevenagel-Doebner condensation / 8.1: Friedel Crafts acylation / 9.1: Claisen condensation / 12.1: Swern oxidation / 12.2: Swern oxidation;
DOI:10.1021/jo300266b