Benzenetetradecanoic acid, 4-iodo-a-methyl-

Base Information

• Chemical Name: Benzenetetradecanoic acid, 4-iodo-a-methyl-
• CAS No.: 88336-94-1
• Molecular Formula: C21H33IO2
• Molecular Weight: 444.396
• Mol file: 88336-94-1.mol

Synonyms:

Chemical Property of Benzenetetradecanoic acid, 4-iodo-a-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenetetradecanoic acid, 4-iodo-a-methyl-

There total 11 articles about Benzenetetradecanoic acid, 4-iodo-a-methyl- 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: 85.0%

ethyl 14-(p-iodophenyl)-2(RS)-methyltetradecanoate (88336-92-9) → 14-(p-iodophenyl)-2(RS)-methyltetradecanoic acid (88336-94-1)

Guidance literature:

With sodium hydroxide; In ethanol; for 1.5h; Heating;

DOI:10.1021/jm00369a027

Reference yield:

11-bromoundecanoic acid (2834-05-1) → 14-(p-iodophenyl)-2(RS)-methyltetradecanoic acid (88336-94-1)

Guidance literature:

Multi-step reaction with 11 steps

1: SOCl₂ / dimethylformamide / 1 h / 80 °C

2: AlCl₃ / dimethylformamide / 1 h / 90 °C

3: 85 percent / dimethylsulfoxide / 2 h / 80 °C

4: 95 percent / NH₂NH₂*H₂O, KOH / bis-(2-hydroxy-ethyl) ether / 4 h / Heating

5: 95 percent / diethyl ether / 12 h / 0 °C

6: 90 percent / LiAlH₄ / diethyl ether / 4 h / Heating

7: 88 percent / Me₃SiI / CH₂Cl₂ / 24 h / Ambient temperature

8: 1.) n-BuLi / 1.) THF, -78 deg C, 60 min, 2.) THF, a) -78 deg C, 30 min, b) RT, 45 min

9: 89 percent / concd H₂SO₄ / 24 h / Heating

10: 1.) Tl(OCOCF₃)3, 2.) aq. KI / 1.) TFA, RT, 5 d, 2.) TFA, 15 min

11: 85 percent / 1 N NaOH / ethanol / 1.5 h / Heating

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; thionyl chloride; trimethylsilyl iodide; sulfuric acid; hydrazine hydrate; potassium iodide; thallium(III) trifluoroacetate; In diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; diethylene glycol;

DOI:10.1021/jm00369a027

Reference yield:

11-bromoundecanoyl chloride (15949-84-5) → 14-(p-iodophenyl)-2(RS)-methyltetradecanoic acid (88336-94-1)

Guidance literature:

Multi-step reaction with 10 steps

1: AlCl₃ / dimethylformamide / 1 h / 90 °C

2: 85 percent / dimethylsulfoxide / 2 h / 80 °C

3: 95 percent / NH₂NH₂*H₂O, KOH / bis-(2-hydroxy-ethyl) ether / 4 h / Heating

4: 95 percent / diethyl ether / 12 h / 0 °C

5: 90 percent / LiAlH₄ / diethyl ether / 4 h / Heating

6: 88 percent / Me₃SiI / CH₂Cl₂ / 24 h / Ambient temperature

7: 1.) n-BuLi / 1.) THF, -78 deg C, 60 min, 2.) THF, a) -78 deg C, 30 min, b) RT, 45 min

8: 89 percent / concd H₂SO₄ / 24 h / Heating

9: 1.) Tl(OCOCF₃)3, 2.) aq. KI / 1.) TFA, RT, 5 d, 2.) TFA, 15 min

10: 85 percent / 1 N NaOH / ethanol / 1.5 h / Heating

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; aluminium trichloride; trimethylsilyl iodide; sulfuric acid; hydrazine hydrate; potassium iodide; thallium(III) trifluoroacetate; In diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; diethylene glycol;

DOI:10.1021/jm00369a027

upstream raw materials:

ethyl 14-(p-iodophenyl)-2(RS)-methyltetradecanoate

11-bromoundecanoic acid

11-bromoundecanoyl chloride

12-Phenyldodecanoic Acid

Refernces