Acetyl chloride → HCID 68947033, compound
Reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[CH2:9]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>ClCCl>[C:5]([CH:12]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:11][CH2:10][CH2:9][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)(=[O:7])[CH3:6]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A 500-ml-three-necked round-bottomed flask, with an efficient cooling was charged with aluminium chloride (5.82 g, 43.67 mmol) and dichloromethane (100 ml). Acetyl chloride (3.42 g, 43.67 mmol) was added to the vigorously stirred reaction mixture over a period of 15 minutes. Pentadecyl benzene (10 g, 34.66 mmol) was added over a period of 30 minutes; the clear solution was stirred at 0° C. for 2 hours and allowed to warm to room temperature. The reaction mixture was poured in ice and extracted with dichloromethane (3×100 ml), the combined organic layers was washed with 1 N hydrochloric acid (2×30 ml) and water (3×50 ml), dried over sodium sulfate and the solvent was evaporated to obtain 4-acetyl pentadecyl benzene as a low melting faint yellow solid. The yield was 10 g (87% of theoretical).
Workup
- temperatureA 500-ml-three-necked round-bottomed flask, with an efficient cooling
- temperatureto warm to room temperature
- additionThe reaction mixture was poured in ice
- extractionextracted with dichloromethane (3×100 ml)
- washthe combined organic layers was washed with 1 N hydrochloric acid (2×30 ml) and water (3×50 ml)
- dry with materialdried over sodium sulfate
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-abea354b382545379932525665d4a8a5
- Source dataset
- uspto-grants-2008_11
- Patent number
- US07446234B2
Reaction notes
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