53567-64-9

Upstream product

• 97-42-7 carvyl acetate 
• 80124-30-7 oxime (4S)-4-isopropenyl-1-methylcyclohex-1-en-6-one 
• 64-17-5 ethanol 
• 31198-76-2 carvoxime 
• 99-48-9 5-Isopropenyl-2-methyl-cyclohex-2-enol 
• 7111-29-7 (1R-cis)-2-methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol acetate 
• 2051-55-0 (S)-p-mentha-6,8-dien-2-one-(Z)-oxime 
• 65877-16-9 (R)-p-mentha-6,8-dien-2-one-(Z)-oxime 

Downstream Products

• 62311-60-8 N-<(1R^*,5R^*)-carvyl>benzamide 
• 53567-68-3 N_.N'-Biscaroylthioharnstoff 
• 53567-65-0 Caroylisothiocyanat 
• 62311-60-8 N-p-mentha-6,8-dien-2-yl-benzamide 

Relevant academic research and scientific papers

Direct amination of bio-alcohols using ammonia

A slightly adapted catalyst system has been successfully applied in the direct amination of primary and secondary alcohols. Moreover, the applicability to diols has been shown, giving high selectivity towards the primary diamines. It was found that the Ru/P ratio as well as the amount of ammonia used are highly important in this system, especially for higher substrate loadings. The catalyst was employed on a larger batch scale for the conversion of isomannide to the corresponding diamine. Additionally, it was shown that the catalyst is stable for at least six consecutive runs. No significant loss of activity and selectivity was observed.

Palladium(0)-Catalyzed Azidation of Allyl Esters. Selective Synthesis of Allyl Azides, Primary Allylamines, and Related Compounds

Palladium(0)-catalyzed reaction of allyl esters such as phosphates, carbonates, and carboxylates with sodium azide gives allyl azides.The azidation proceeds with retention of configuration at the allylic carbon.Optically active (R)-(E)-(+)-4-phenyl-3-buten-2-yl azide (19) is obtained from (R)-(E)-(+)-4-phenyl-3-buten-2-yl acetate (18) stereoselectively.Sequential substitution of (Z)-4-acetoxy-2-buten-1-yl diethyl phosphate (24) with nucleophiles and subsequently azide ion gives (E)-4-substituted-2-buten-1-yl azides 27.The reaction of allyl azides with triphenylphosphine gives iminotriphenylphosphoranes, which are versatile synthetic intermediates of primary allylamines, N-allylamines, and N-allylamides.Treatment of allyl azides with triphenylphosphine and subsequently with aqueous ammonium solution gives primary allylamines.Other synthetic applications of allyl azides are also described.

PALLADIUM(0) CATALYZED AZIDATION AND AMINATION OF ALLYL ACETATES. SELECTIVE SYNTHESIS OF ALLYL AZIDES AND PRIMARY ALLYLAMINES

Palladium catalyzed reaction of allyl acetates with azide ion gives allyl azides, which are readily converted into the corresponding primary allylamines upon treatment with PPh3/NaOH.