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ChemicalBook CAS DataBase List 1'-Acetonaphthone
941-98-0

1'-Acetonaphthone synthesis

14synthesis methods
1'-Acetonaphthone is produced from Naphthalene with Acetylchloride and Aluminum chloride (Friedel-Craft's synthesis) using Carbon disulfide as a solvent in order to favour the formation of alpha-isomer.
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Yield:941-98-0 96%

Reaction Conditions:

with sulfuric acid;C18H15CoN2O10S2(2-)*2Na(1+);water in methanol at 80; for 20 h;Schlenk technique;

Steps:

2.2. General procedure for hydration of terminal alkynes

General procedure: The 10 mL schlenk tube was charged with phenylacetylene (0.5 mmol, 51 mg), methanol (0.625 mL), catalyst (10 μmol, 2.0%), and then H2SO4 (10 μmol, 2.0%) dissolved in H2O (2.2mmol, 0.04 mL). The mixture was heated to 80 °C and at it for 20 h in a closed tube with a magnetic stirring bar. The progres sof the reaction was monitored using TLC and GC-MS. After the reaction, the mixture was cooled to room temperature, and CH2Cl2 (5 mL) and water (5 mL) were added to the mixture.The aqueous and organic layers were separated, and the aqueous phase was extracted with CH2Cl2 (5 mL 3). The combined organic extracts were washed with a saturated NaCl solution,dried over Na2SO4, and concentrated under reduced pressure. Then the product acetophenone was obtained.

References:

Wang, Shoufeng;Miao, Chengxia;Wang, Wenfang;Lei, Ziqiang;Sun, Wei [Chinese Journal of Catalysis,2014,vol. 35,# 10,p. 1695 - 1700]

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