bromodifluoroacetaldehyde cinnamyl O-(trimethylsilyl)acetal

Base Information

• Chemical Name: bromodifluoroacetaldehyde cinnamyl O-(trimethylsilyl)acetal
• CAS No.: 165074-27-1
• Molecular Formula: C₁₄H₁₉BrF₂O₂Si
• Molecular Weight: 365.29
• Mol file: 165074-27-1.mol

Synonyms:bromodifluoroacetaldehyde cinnamyl O-(trimethylsilyl)acetal

Chemical Property of bromodifluoroacetaldehyde cinnamyl O-(trimethylsilyl)acetal

Chemical Property:

Purity/Quality:

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Technology Process of bromodifluoroacetaldehyde cinnamyl O-(trimethylsilyl)acetal

There total 2 articles about bromodifluoroacetaldehyde cinnamyl O-(trimethylsilyl)acetal 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:

3-Phenylpropenol (104-54-1) → bromodifluoroacetaldehyde cinnamyl O-(trimethylsilyl)acetal (165074-27-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) (COCl)2, 2.) Et₃N / 1.) Et₂O, 0 deg C, 1.5 h, 2.) Et₂O, 0 deg C, 1.5 h

2: 1.) DIBAL, 2.) pyridine / 1.) CH₂Cl₂, -78 deg C, 3 h, 2.) CH₂Cl₂, -78 deg C to 0 deg C, 6 h

With pyridine; oxalyl dichloride; diisobutylaluminium hydride; triethylamine;

DOI:10.1021/jo982035b

Reference yield:

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + cinnamyl bromodifluoroacetate (155820-77-2) → bromodifluoroacetaldehyde cinnamyl O-(trimethylsilyl)acetal (165074-27-1)

Guidance literature:

With pyridine; diisobutylaluminium hydride; Yield given; Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 3 h, 2.) CH₂Cl₂, -78 deg C to 0 deg C, 6 h;

DOI:10.1021/jo982035b

Reference yield: 62.0%

bromodifluoroacetaldehyde cinnamyl O-(trimethylsilyl)acetal (165074-27-1) → (4-Benzyl-3,3-difluoro-tetrahydro-furan-2-yloxy)-trimethyl-silane (165074-24-8)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 24h; Heating;

DOI:10.1021/jo982035b

upstream raw materials:

trimethylsilyl trifluoromethanesulfonate

cinnamyl bromodifluoroacetate

3-Phenylpropenol

Downstream raw materials:

(4-Benzyl-3,3-difluoro-tetrahydro-furan-2-yloxy)-trimethyl-silane