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ChemicalBook CAS DataBase List 1-HEPTEN-3-OL
4938-52-7

1-HEPTEN-3-OL synthesis

8synthesis methods
-

Yield:4938-52-7 86%

Reaction Conditions:

with triethanolamine;hydrogen in water;acetonitrile at 55.84; for 4 h;Sealed tube;Inert atmosphere;UV-irradiation;diastereoselective reaction;

Steps:

2.3 Photocatalytic hydrogenation of alkynes in an aqueous acetonitrile suspension of DHN/TiO2-Cu under visible light irradiation
General procedure: In a typical run, prepared DHN/TiO2-Cu (50mg) was suspended in water-acetonitrile (1:9) solution (5cm3) containing alkyne (ca. 50μmol) and triethanolamine (TEOA, 150μmol) as a sacrificial reagent in a test tube, and the test tube was sealed with a rubber septum under argon and then photoirradiated with visible light of the two blue LEDs (420-530nm, 29.0 and 56.8mWcm-2, Hayashi Watch Works, Tokyo) from two directions with magnetic stirring at 329K. The emission spectra of light from two blue LEDs are shown in Fig. S1. The amount of H2 was measured with an FID-type gas chromatograph (GC-8A, Shimadzu, Kyoto) equipped with an MS-5A column. After the suspension had been filtered to remove the catalyst, the amounts of PP unreacted and hydrogenation products (cis-alkene, trans-alkene and alkane) formed in the liquid phase were determined with an FID-type gas chromatograph (GC-2025, Shimadzu) equipped with a DB-1 column. Toluene was used as an internal standard substance. Toluene (5mm3), water (1cm3) and diethyl ether (3cm3) were added to the reaction solution (2cm3). After the mixture had been stirred for 10min, the diethyl ether phase of the reaction solution was analyzed. The amounts of alkyne, alkene and alkane were determined from the ratios of the peak areas of these products to the peak area of toluene.

References:

Fukui, Makoto;Omori, Yuya;Kitagawa, Shin-ya;Tanaka, Atsuhiro;Hashimoto, Keiji;Kominami, Hiroshi [Journal of Catalysis,2019,vol. 374,p. 36 - 42]

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