4-allyldimethylsilylbenzyl alcohol

Base Information

• Chemical Name: 4-allyldimethylsilylbenzyl alcohol
• CAS No.: 247566-27-4
• Molecular Formula: C₁₂H₁₈OSi
• Molecular Weight: 206.36

Synonyms:4-allyldimethylsilylbenzyl alcohol

Chemical Property of 4-allyldimethylsilylbenzyl alcohol

Chemical Property:

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Technology Process of 4-allyldimethylsilylbenzyl alcohol

There total 7 articles about 4-allyldimethylsilylbenzyl alcohol 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-allyldimethylsilyl-4-bromobenzene (17983-33-4) → 4-allyldimethylsilylbenzyl alcohol (247566-27-4)

Guidance literature:

1-allyldimethylsilyl-4-bromobenzene; With iodine; magnesium; ethyl iodide; In tetrahydrofuran; for 0.333333h; Heating;

formaldehyd; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(01)00457-4

Reference yield:

Allylchlorodimethylsilane (4028-23-3) → 4-allyldimethylsilylbenzyl alcohol (247566-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / n-BuLi / tetrahydrofuran; hexane / 0.83 h / -78 - 20 °C

2: p-TsOH*H₂O / methanol; H₂O / 20 °C

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexane; water;

DOI:10.1139/v01-138

Reference yield:

allyl-dimethyl-[4-(tetrahydro-pyran-2-yloxymethyl)-phenyl]-silane (247566-26-3) → 4-allyldimethylsilylbenzyl alcohol (247566-27-4)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 16h;

DOI:10.1021/ja991679d

upstream raw materials:

allyl-dimethyl-[4-(tetrahydro-pyran-2-yloxymethyl)-phenyl]-silane

formaldehyd

1-allyldimethylsilyl-4-bromobenzene

O-tert-butyldimethylsilyl-4-allyldimethylsilylbenzyl ether

Downstream raw materials:

4-allyldimethylsilylbenzyl bromide

(2S,5R)-2-[4-(Allyl-dimethyl-silanyl)-benzyl]-3,6-diethoxy-5-isopropyl-2,5-dihydro-pyrazine

3-[4-(allyl-dimethyl-silanyl)-phenyl]-2-tert-butoxycarbonylamino-propionic acid ethyl ester

(S)-3-[4-(Allyl-dimethyl-silanyl)-phenyl]-2-amino-propionic acid ethyl ester

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