Azobisisobutyronitrile → (6-Bromomethylnaphthalen-2-yl)acetic acid ethyl ester

HRID 481405Notes

Reaction equation

[CH2:1]([O:3][C:4](=[O:17])[CH2:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH3:16])[CH:12]=2)[CH:7]=1)[CH3:2].C1C(=O)N([Br:25])C(=O)C1.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[CH2:1]([O:3][C:4](=[O:17])[CH2:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([CH2:16][Br:25])[CH:12]=2)[CH:7]=1)[CH3:2]

Participants

Conditions

Temperature: 82 °C

Procedure

To a solution of the product of Step 1, above (50) (3.07 mmol), in 6 ml of CCl4 was added NBS (3.07 mmol) and azobisisobutyronitrile (0.09 mmol) and the mixture was heated to 82° C. for 2 hours. The reaction was cooled to ambient temperature and filtered through celite, washing the cake thoroughly with CCl4. The organics were then concentrated to dryness to obtain the title compound (51).

Workup

temperatureThe reaction was cooled to ambient temperature
filtrationfiltered through celite
washwashing the cake thoroughly with CCl4
concentrationThe organics were then concentrated to dryness

Sources & evidence

ORD record: ord-7c2e3c76889c447593dedd3e50b9ea2a
Source dataset: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05789415

Reaction notes

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