rac-3,4-dihydro-6-(phenylmethoxy)-2-(2-propenyl)-2,5,7,8-tetramethyl-2H-1-benzopyran

Base Information

• Chemical Name: rac-3,4-dihydro-6-(phenylmethoxy)-2-(2-propenyl)-2,5,7,8-tetramethyl-2H-1-benzopyran
• CAS No.: 121175-14-2
• Molecular Formula: C₂₃H₂₈O₂
• Molecular Weight: 336.474

Synonyms:rac-3,4-dihydro-6-(phenylmethoxy)-2-(2-propenyl)-2,5,7,8-tetramethyl-2H-1-benzopyran

Chemical Property of rac-3,4-dihydro-6-(phenylmethoxy)-2-(2-propenyl)-2,5,7,8-tetramethyl-2H-1-benzopyran

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Technology Process of rac-3,4-dihydro-6-(phenylmethoxy)-2-(2-propenyl)-2,5,7,8-tetramethyl-2H-1-benzopyran

There total 4 articles about rac-3,4-dihydro-6-(phenylmethoxy)-2-(2-propenyl)-2,5,7,8-tetramethyl-2H-1-benzopyran 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: 70.0%

rac-2-methoxy-3,4-dihydro-2,5,7,8-tetramethyl-6-(phenylmethoxy)-2H-1-benzopyran (53713-36-3) + allyl-trimethyl-silane (762-72-1) → rac-3,4-dihydro-6-(phenylmethoxy)-2-(2-propenyl)-2,5,7,8-tetramethyl-2H-1-benzopyran (121175-14-2)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/jo00275a010

Reference yield: 57.2%

allylmagnesium bromide (2622-05-1) + rac-2-Chloro-3,4-dihydro-2,5,7,8-tetramethyl-6-(phenylmethoxy)-2H-1-benzopyran (114341-58-1) → rac-3,4-dihydro-6-(phenylmethoxy)-2-(2-propenyl)-2,5,7,8-tetramethyl-2H-1-benzopyran (121175-14-2)

Guidance literature:

With p-toluenesulfonic acid monohydrate; In tetrahydrofuran; methanol;

Reference yield: 57.2%

allylmagnesium bromide (2622-05-1) + rac-2-Chloro-3,4-dihydro-2,5,7,8-tetramethyl-6-(phenylmethoxy)-2H-1-benzopyran (114341-58-1) → rac-3,4-dihydro-6-(phenylmethoxy)-2-(2-propenyl)-2,5,7,8-tetramethyl-2H-1-benzopyran (121175-14-2) + 6-(Phenylmethoxy)-2,5,7,8-tetramethyl-4H-1-benzopyran (143308-49-0)

Guidance literature:

In diethyl ether; 1.) -78 deg C, 30 min, 2.) 0 deg C, 7 h;

DOI:10.1021/jo00047a043

upstream raw materials:

allylmagnesium bromide

rac-2-Chloro-3,4-dihydro-2,5,7,8-tetramethyl-6-(phenylmethoxy)-2H-1-benzopyran

rac-2-methoxy-3,4-dihydro-2,5,7,8-tetramethyl-6-(phenylmethoxy)-2H-1-benzopyran

allyl-trimethyl-silane

Downstream raw materials:

rac-3,4-dihydro-2,5,7,8-tetramethyl-6-(phenylmethoxy)-2H-1-benzopyran-2-acetaldehyde

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