Methyl trans-2-methylcyclopropyl ketone

Base Information

• Chemical Name: Methyl trans-2-methylcyclopropyl ketone
• CAS No.: 35563-54-3
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.1448
• Mol file: 35563-54-3.mol

Synonyms:

Chemical Property of Methyl trans-2-methylcyclopropyl ketone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl trans-2-methylcyclopropyl ketone

There total 1 articles about Methyl trans-2-methylcyclopropyl ketone 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:

(C4H9)3SnOCH(CH3)C3H4CH3 → n-hexan-2-one (591-78-6) + Methyl trans-2-methylcyclopropyl ketone (930-56-3,2371-81-5,2863-92-5,35563-54-3,35625-37-7,36224-04-1,122566-28-3) + 4-methyl-2-pentanone (108-10-1)

Guidance literature:

With t-C₄H₉OOC₄H₉-t; at 130-140°C; proportion of c-C3H4(CH3)COCH3, i-C4H9COCH3, n-C4H9COCH3 = 87:3:10;

DOI:10.1016/S0022-328X(00)84021-8

Reference yield: 88.0%

Methyl trans-2-methylcyclopropyl ketone (930-56-3,2371-81-5,2863-92-5,35563-54-3,35625-37-7,36224-04-1,122566-28-3) + toluene-4-sulfonic acid hydrazide (1576-35-8) → C13H18N2O2S

Guidance literature:

In ethanol; for 2h; Heating;

Reference yield:

1-((1R,2R)-2-methylcyclopropyl)ethanone (35563-54-3) → (3S,4S)-4-(((Z)-3-(dimethyl(phenyl)silyl)-3-((1R,2R)-2-methylcyclopropyl)allyl)oxy)-3-methyl-6-((triisopropylsilyl)oxy)hex-1-en-2-yl acetate (1404483-68-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 0.5 h / 0 - 20 °C / Inert atmosphere

1.3: 1 h / Reflux; Inert atmosphere

2.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.1: 15-crown-5 / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; sodium carbonate; trifuran-2-yl-phosphane / toluene / 80 °C / Inert atmosphere

5.1: cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate / acetone / 3 h / Inert atmosphere

With n-butyllithium; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; trifuran-2-yl-phosphane; 15-crown-5; sodium carbonate; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; acetone; toluene;

DOI:10.1021/ol302744t

Downstream raw materials:

(1R,2R)-2-methylcyclopropanecarboxylic acid

(3S,4S)-4-(((Z)-3-(dimethyl(phenyl)silyl)-3-((1R,2R)-2-methylcyclopropyl)allyl)oxy)-3-methyl-6-((triisopropylsilyl)oxy)hex-1-en-2-yl acetate

C₂₀H₂₄O₆S₂

5-trans-(2-methylcyclopropyl)hex-1-en-5-yne