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ChemicalBook CAS DataBase List Hexanophenone
942-92-7

Hexanophenone synthesis

15synthesis methods
-

Yield:942-92-7 95%

Reaction Conditions:

Stage #1: benzenewith Aluminum Chloride in dichloromethane at 0 - 20; for 1 h;
Stage #2: Hexanoyl chloride in dichloromethane at 0 - 20; for 1 h;

Steps:

5.1 Step 1-Synthesis of 1-phenylhexan-1-one

To a stirred solution of benzene (460 mL, 6 eq.) in dichloromethane (DCM) (350 mL) at room temperature, cooled to 0° C., there was slowly added AlCl3 (172 g, 1.5 eq.) at 0° C. over 30 minutes.
The reaction mixture was stirred at 0° C. for 30 minutes.
Then there was added by slow dropwise addition, hexanoyl chloride (116 g, 1 eq.), dissolved in 250 mL and cooled to 0° C.
The reaction was returned to room temperature and stirred for 1 hour.
Reaction progress was monitored by thin layer chromatography (TLC) analysis, which indicated complete consumption of the starting material.
The reaction mixture was quenched with ice and extracted with 2*250 mL DCM, and then washed twice with 500 mL 5% NaOH solution.
The organic layer was dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to obtain a crude compound, distilled at 100° C. at high vacuum, to obtain 1-phenylhexan-1-one (145 g, 95%) as a colorless liquid.

References:

US2022/56029,2022,A1 Location in patent:Paragraph 0092-0096

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