2-Methyl-3-phenylprop-2-enoic acid → alpha-Methylcinnamoylchloride

HRID 1861045Notes

Reaction equation

HRID 1861045 reaction equation
[CH3:1][C:2](=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3](O)=[O:4].S(Cl)([Cl:15])=O>CN(C=O)C>[CH3:1][C:2](=[CH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([Cl:15])=[O:4]

Participants

4

Reactant 2

HCID 145412-Methyl-3-phenylprop-2-enoic acidHCID 24386Thionyl Chloride

Product 1

HCID 230201alpha-Methylcinnamoylchloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

α-methylcinnamic acid (45 g) and thionyl chloride (50 g) was stirred at 20-30° C. After 5 min, 0.3 ml of DMF was added and kept stirring at 20-30° C. for 1 hour to give crude of α-methylcinnamoyl chloride (solution A)

Sources & evidence

ORD record
ord-c1f699ba258847f1af471f03d8047d58
Source dataset
uspto-grants-2003_03
Patent number
US06531611B2

Reaction notes

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