Bromine → Methyl 5-(2-bromopropanoyl)-2,4-dimethylbenzoate

HRID 1487818Notes

Reaction equation

[CH3:1][C:2]1[CH:11]=[C:10]([CH3:12])[C:9]([C:13](=[O:16])[CH2:14][CH3:15])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Br:17]Br>C(Cl)(Cl)Cl>[Br:17][CH:14]([CH3:15])[C:13]([C:9]1[C:10]([CH3:12])=[CH:11][C:2]([CH3:1])=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5])=[O:16]

Participants

Conditions

Temperature: 20 °C

Procedure

Into a 100-mL round-bottom flask, was placed a solution of methyl 2,4-dimethyl-5-propionylbenzoate (compound 1.5, 600 mg, 2.72 mmol) in chloroform (20 mL). Bromine (154 μL, 3.00 mmol) was added and the resulting solution was stirred at 20° C. for 2 h. The mixture was concentrated under reduced pressure to yield the title compound as a yellow oil (1.0 g, crude), which was used in the next step without further purification.

Workup

customInto a 100-mL round-bottom flask, was placed
concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record: ord-9617a4ae3d504dbdb5bd0ac0f83b2b54
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09428502B2

Reaction notes

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