Benzene → 1-Phenyl-2-propen-1-one

HRID 1428424Notes

Reaction equation

HRID 1428424 reaction equation
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:7](Cl)(=[O:10])[CH:8]=[CH2:9].[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClCCl>[C:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:10])[CH:8]=[CH2:9]

Participants

6

Reactant 4

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 13140Acryloyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 130281-Phenyl-2-propen-1-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

Benzene (1 mL), acryloyl chloride (0.4 mL), and aluminium chloride (0.33 g) were added to dichloromethane (4 mL), followed by stirring at 0° C. for 2 hours. After reaction, 1 N hydrochloric acid and dichlormethane (5 mL) were added in order. The organic phase was concentrated. The obtained residue was applied to a silica gel column to obtain the title compound (120 mg).

Workup

  1. additionwere added in order
  2. concentrationThe organic phase was concentrated

Sources & evidence

ORD record
ord-705956e2f9754b308b883e365c03e0ab
Source dataset
uspto-grants-2015_01
Patent number
US08937091B2

Reaction notes

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