Neutral, metal-free hydration of alkynes using microwave irradiation in superheated water

Synlett

Volumn , Issue 4, 2004, Pages 631-634

  Vasudevan, Anil ^a   Verzal, Mary K ^a  

^a ABBOTT LABORATORIES   (United States)

Author keywords

Alkynes; Hydration; Microwave; Superheated water

Indexed keywords

ALKYNE DERIVATIVE; WATER;

AMINATION; ARTICLE; CATALYSIS; DIELECTRIC CONSTANT; DISSOCIATION CONSTANT; HEAT; HYDRATION; MICROWAVE IRRADIATION; PH; REACTION ANALYSIS; TEMPERATURE DEPENDENCE;

EID: 1642364737     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-817749     Document Type: Article

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34. (a) Typical Procedure for the Hydration of Alkynes: A suspension of the alkyne in a mixture of the alkyne (0.1 mol) and 3 mL water in a sealed reaction vial was heated at 200°C in an Emrys® synthesizer for 20 min, following which the sample was cooled using compressed air. The product usually separated from the water on standing or could be extracted using 3 mL diethyl ether to afford the desired ketones in yields described in Table 2, which demonstrated purity and analytical data consistent with commercial products.
35. (b) Typical Procedure for the Hydroamination of Alkynes: A mixture of the alkyne (0.87 mmol), amine (0.87 mmol) and water (3 mL) in a sealed reaction vial was heated at 200°C in an Emrys® synthesizer for 20 min, following which the sample was cooled using compressed air. The product was extracted using diethyl ether (3 mL) to afford 0.23 g of 12 (ref. 17).