Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester

Base Information

• Chemical Name: Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester
• CAS No.: 160084-07-1
• Molecular Formula: C₁₇H₃₁O₄P
• Molecular Weight: 330.404
• Mol file: 160084-07-1.mol

Synonyms:Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester

Chemical Property of Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester

There total 3 articles about Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester 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:

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on (17283-81-7) + diethyl chlorophosphate (814-49-3) → Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester (160084-07-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 25 ℃;

DOI:10.1021/jo01300a060

Reference yield:

(E)-β-ionone (79-77-6,14901-07-6) → Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester (160084-07-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tris(triphenylphosphine)rhodium(I) chloride / 5 h / 80 - 85 °C

2.1: 1.75 g / aqueous HF / acetonitrile / 0.5 h / 20 °C

3.1: LDA / tetrahydrofuran / -80 °C

3.2: tetrahydrofuran / -80 - 20 °C

With Wilkinson's catalyst; hydrogen fluoride; lithium diisopropyl amide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo0268097

Reference yield:

Triethyl-[(E)-1-methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propenyloxy]-silane (82798-13-8) → Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester (160084-07-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1.75 g / aqueous HF / acetonitrile / 0.5 h / 20 °C

2.1: LDA / tetrahydrofuran / -80 °C

2.2: tetrahydrofuran / -80 - 20 °C

With hydrogen fluoride; lithium diisopropyl amide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo0268097

upstream raw materials:

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

diethyl chlorophosphate

(E)-β-ionone

Triethyl-[(E)-1-methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propenyloxy]-silane

Downstream raw materials:

(E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)pent-2-en-1-ol

2-<(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-2,6-nonadienyl>-2-<2-trimethylsilylfuran-4-yl>-1,3-dithian

(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene

2-trimethylsilyl-4-<(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-4-hydroxymethyl-1-hydroxy-2,6-nonadien-1-yl>-furan