29425-54-5

Upstream product

• 59694-63-2 acetic acid 7-hydroxyheptyl ester 
• 5048-26-0 5-hexenyl acetate 
• 124-38-9 carbon dioxide 
• 64-18-6 formic acid 
• 111-24-0 1,5-dibromo-pentane 
• 201230-82-2 carbon monoxide 
• 90877-74-0 2-(6-Acetoxyhexyl)-1,3-dioxane 
• 40596-44-9 4-iodobutyl acetate 
• 502-42-1 cycloheptanone 
• 563539-34-4 6-[1,3]Dioxolan-2-yl-hexan-1-ol 
• 91873-93-7 methyl 6-(1,3-dioxolan-2-yl)hexanoate 
• 14565-11-8 methyl 7-hydroxyheptanoate 
• 35376-00-2 methyl 7-oxoheptanoate 
• 133088-94-5 7-nitroheptan-1-ol 

Downstream Products

• 75812-59-8 Acetic acid (Z)-11-(diphenyl-phosphinoyl)-undec-7-enyl ester 
• 75812-60-1 11-(2-tetrahydropyranyloxy)-4Z-undecenyldiphenylphosphine oxide 
• 53042-79-8 1-acetoxyhexadeca-7Z,11E-diene 
• 52207-99-5 (7Z,11Z)-7,11-hexadecadien-1-yl acetate 
• 53042-81-2 (7Z,11Z/E)-7,11-hexadecadienyl acetate 
• 51607-94-4 trans-7,cis-11-hexadecadienyl-1-ol acetate 

Relevant academic research and scientific papers

Access to the core structure of aurisides by a ring-closing metathesis/transannular ketalisation sequence

A short access to the macrocyclic structure of aurisides has been achieved by combining a ring-closing metathesis leading first to a 14-membered ring and a subsequent transannular ketalisation to build the tetrahydropyran subunit.

ω-Nitroalcohols as precursors of aldehydes ω-functionalized: A new synthesis of 7-acetoxyheptanal, 7-(2-tetrahydropyranyloxy)heptanal and 8-(2-tetrahydropyranyloxy)octanal

7-Acetoxyheptanal, 7-(2-tetrahydropyranyloxy)heptanal and 8-(2-tetrahydropyranyloxy)octanal were prepared, in good yields, from 7-nitroheptanol and 8-nitrooctanol, via conversion of alcohol to the corresponding acetate or tetrahydropyranyl derivative, then transformation of the nitro group into aldehyde, by the Nef reaction.

An improved and simple synthesis of methyl or ethyl 7-oxoheptanoate and 7-acetoxyheptanal

Reaction of cycloheptanone with potassium persulfate, in ethanol or methanol, gave ethyl or methyl 7-hydroxyheptanoate which, by oxidation with PCC, were converted into ethyl or methyl 7-oxoheptanoate in good yields. Protection of aldehyde group of methyl 7-oxoheptanoate, followed by one-step conversion of carboxylic ester to the acetate gave, after regeneration of aldehyde group, 7-acetoxyheptanal.

Chemo- And regioselective hydroformylation of alkenes with CO2/H2over a bifunctional catalyst

As is well known, CO2 is an attractive renewable C1 resource and H2 is a cheap and clean reductant. Combining CO2 and H2 to prepare building blocks for high-value-added products is an attractive yet challenging topic in green chemistry. A general and selective rhodium-catalyzed hydroformylation of alkenes using CO2/H2 as a syngas surrogate is described here. With this protocol, the desired aldehydes can be obtained in up to 97% yield with 93/7 regioselectivity under mild reaction conditions (25 bar and 80 °C). The key to success is the use of a bifunctional Rh/PTA catalyst (PTA: 1,3,5-triaza-7-phosphaadamantane), which facilitates both CO2 hydrogenation and hydroformylation. Notably, monodentate PTA exhibited better activity and regioselectivity than common bidentate ligands, which might be ascribed to its built-in basic site and tris-chelated mode. Mechanistic studies indicate that the transformation proceeds through cascade steps, involving free HCOOH production through CO2 hydrogenation, fast release of CO, and rhodium-catalyzed conventional hydroformylation. Moreover, the unconventional hydroformylation pathway, in which HCOOAc acts as a direct C1 source, has also been proved to be feasible with superior regioselectivity to that of the CO pathway.

Selective Production of Linear Aldehydes and Alcohols from Alkenes using Formic Acid as Syngas Surrogate

Performing carbonylation without the use of carbon monoxide for high-value-added products is an attractive yet challenging topic in sustainable chemistry. Herein, effective methods for producing linear aldehydes or alcohols selectively with formic acid as both carbon monoxide and hydrogen source have been described. Linear-selective hydroformylation of alkenes proceeds smoothly with up to 88 % yield and >30 regioselectivity in the presence of single Rh catalyst. Strikingly, introducing Ru into the system, the dual Rh/Ru catalysts accomplish efficient and regioselective hydroxymethylation in one pot. The present processes utilizing formic acid as syngas surrogate operate simply under mild condition, which opens a sustainable way for production of linear aldehydes and alcohols without the need for gas cylinders and autoclaves. As formic acid can be readily produced via CO2 hydrogenation, the protocols represent indirect approaches for chemical valorization of CO2.

A acetic acid 7 E, 9 Z - twelve carbon two alkene ester synthesis method (by machine translation)

The present invention provides a kind of acetic acid 7 E, 9 Z - twelve carbon two alkene ester synthesis method, which belongs to the technical field of organic synthesis. The present invention provides a method to synthesis of 1, 5 - dibromo-pentane as the starting material for the preparation of 1, 7 - heptyl glycol, then single-esterification reaction to produce acetic acid 7 - hydroxy heptyl esters, acetic acid 7 - hydroxy heptyl esters obtained after the oxidation of acetic acid 7 - [...], acetic acid 7 - [...] 1st Wittig reagent occurs with the 1st Wittig reaction, by hydrolytic reaction, to obtain acetic acid 9 - oxo - 7 E - [...], acetic acid 9 - oxo - 7 E - [...] 2nd Wittig reagent occurs with the 2nd Wittig reaction, to obtain acetic acid 7 E, 9 Z - [...], the route the required raw materials are cheap and easy to get, only five-step to get the final product. (by machine translation)

Room temperature ambient pressure (RTAP)-hydroformylation in water using a self-assembling ligand

We herein demonstrate a hydroformylation at room temperature and ambient pressure (RTAP) using our Rh/6-DPPon (1) system in aqueous media. The hydrogen bonding network of the ligand backbone stays intact, exemplified by the excellent regioselectivity for the linear aldehyde. Various substrates with different functional groups (with some prone to hydrolysis) are stable under the applied conditions and can undergo hydroformylation resulting in good yields. Copyright

Practical synthesis of (E)-α,β-unsaturated carboxylic acids using a one-pot hydroformylation/decarboxylative Knoevenagel reaction sequence

Combining the regioselective room temperature/ambient pressure hydroformylation and a modification of the Doebner-Knoevenagel reaction allowed for the development of an efficient, one-pot procedure for the synthesis of (E)-α,β-unsaturated carboxylic acids. The reaction proceeds under mild conditions, tolerates a variety of functional groups and gives (E)-α,β-unsaturated carboxylic acids in good yields and with excellent regio-and stereocontrol. The practicability of this process has been demonstrated by a short protecting group-free synthesis of the queen honeybee pheromones 9-ODA[( E)-9-oxodec-2-enoic acid] and 9-HDA[( E)-9-hydroxydec-2-enoic acid].

Self-assembly of bidentate ligands for combinatorial homogeneous catalysis based on an A-T base-pair model

The odd couple: Inspired by the principle of DNA base pairing a conceptually new approach for the generation of a heterobidentate-ligand library based on self-assembly through hydrogen-bonding is realized. From a 4 x 4 library a catalyst that shows outstanding activity and excellent regioselectivity could be identified (see scheme; FGR = functional group, Do = donor group). (Chemical Equation Presented)

Hydroformylation

The present invention relates to a process for hydroformylating in the presence of a catalyst comprising at least one complex of a metal of transition group VIII with mono-phosphorus compounds which are capable of dimerizing via noncovalent bonds as ligands, to such catalysts and to their use.