methyl α-bromocyclohexylideneacetate

Base Information

• Chemical Name: methyl α-bromocyclohexylideneacetate
• CAS No.: 148065-42-3
• Molecular Formula: C₉H₁₃BrO₂
• Molecular Weight: 233.105
• Mol file: 148065-42-3.mol

Synonyms:

Chemical Property of methyl α-bromocyclohexylideneacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl α-bromocyclohexylideneacetate

There total 3 articles about methyl α-bromocyclohexylideneacetate 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:

Bromo-(1-bromo-cyclohexyl)-acetic acid methyl ester → methyl α-bromocyclohexylideneacetate (148065-42-3)

Guidance literature:

With sodium methylate; In methanol; Yield given; Ambient temperature;

DOI:10.1021/jo00063a040

Reference yield:

methyl 2-cyclohexylideneacetate (40203-74-5) → methyl α-bromocyclohexylideneacetate (148065-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / CH₂Cl₂ / -70 deg C -> room temperature

2: sodium methoxide / methanol / Ambient temperature

With bromine; sodium methylate; In methanol; dichloromethane;

DOI:10.1021/jo00063a040

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → methyl α-bromocyclohexylideneacetate (148065-42-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) potassium tert-butoxide / 1.) methylene chloride, -70 deg C, 1 h, 2.) room temperature, overnight

2: bromine / CH₂Cl₂ / -70 deg C -> room temperature

3: sodium methoxide / methanol / Ambient temperature

With potassium tert-butylate; bromine; sodium methylate; In methanol; dichloromethane;

DOI:10.1021/jo00063a040

upstream raw materials:

methyl 2-cyclohexylideneacetate

cyclohexanone

Downstream raw materials:

(+/-)-1-bromo-1-<(tosyloxy)methyl>spiro<2.5>octane

(S)-(+)-1-bromo-1-<(tosyloxy)methyl>spiro<2.5>octane

(R)-(-)-1-bromo-1-<(tosyloxy)methyl>spiro<2.5>octane