Bromine → 6-Bromo-2-(3-methoxy-phenyl)-2-propyl-cyclohexanone

HRID 2075988Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([CH2:16][CH2:17][CH3:18])[CH2:14][CH2:13][CH2:12][CH2:11][C:10]2=[O:15])[CH:6]=[CH:7][CH:8]=1.[Br:19]Br>C(Cl)(Cl)Cl>[Br:19][CH:11]1[C:10](=[O:15])[C:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)([CH2:16][CH2:17][CH3:18])[CH2:14][CH2:13][CH2:12]1

Participants

Conditions

Temperature: 50 °C

Procedure

2-(3-Methoxy-phenyl)-2-propyl-cyclohexanone (100 mg, 0.41 mmol) was dissolved in chloroform (1 mL). To this solution bromine (68.1 mg, 0.43 mmol) in chloroform (0.5 mL) was added drop wise at −11° C. The reaction was stirred at 5° C. for 1½ hours, at room temperature for 1 hour and at 50° C. for 1 hour. The solvent was removed under reduced pressure to yield the crude title compound (126 mg) which was used directly in the next step without further purification.

Workup

customThe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-e2df7ad0133d4a8c94f57f5d9198a2f4
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07923450B2

Reaction notes

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