Bromine → HCID 67096086, compound

HRID 2076016Notes

Reaction equation

[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[CH:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:22]Br>C(Cl)(Cl)Cl>[BrH:22].[Br:22][CH:12]1[CH2:13][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:9][CH:10]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[Cl:21])[C:11]1=[O:14]

Participants

Conditions

Temperature: 50 °C

Procedure

Benzyl-3-(2-chloro-phenyl)-piperidin-4-one (100 mg, 0.33 mmol) was dissolved in chloroform (1 mL). To this solution bromine (66 mg, 0.35 mmol) in chloroform (0.5 mL) was added drop wise at −11° C. The reaction was stirred for 1½ hours at 5° C., for 1 hour at room temperature and for 1 hours at 50° C. The solvent was removed under reduced pressure to yield the crude title compound (163 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-5b6e3d093c3f467cae08d0dc6d1f855d
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07923450B2

Reaction notes

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