Bromide ion → HCID 86636628, compound

HRID 556057Notes

Reaction equation

HRID 556057 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Br-:20]>[Al+3].[Cl-].[Cl-].[Cl-]>[Br:20][CH:11]([CH2:10][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=1)[C:12]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)=[O:13]

Participants

4

Reactant 2

HCID 259Bromide ionHCID 12506439HCID 12506439, compound

Product 1

HCID 86636628HCID 86636628, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 6451240Aluminum(III) ChlorideCatalyst

Procedure

A procedure similar to step 3 of Example 1 was used. 3-(4-nitro-phenyl)-1-phenyl-propan-1-one prepared in the step and bromide were used as starting materials, and anhydrous AlCl3 was used as catalyst. The obtained product was a white solid in a yield of 90.4%, mp: 97-98 └. 1H-NMR (CDCl3, 400 MHz) δ: 3.48 (1H, dd, J=14.28, 7.28 Hz), 3.75 (1H, dd, J=14.28, 7.28 Hz), 5.31 (1H, t, J=7.28 Hz, CHBr), 7.46˜7.51 (4H, m, ArH), 7.61 (1H, t, J=8.00 Hz, ArH), 7.98 (2H, d, J=8.68 Hz, ArH), 8.17 (2H, d, J=8.68 Hz, ArH); FAB-MS: 336.1 (M+2, 90), 334.1 (M, 90), 254.2 (58), 238.2 (36), 105.1 (100).

Sources & evidence

ORD record
ord-feb926fb79d34e4b9a6aab7abf12303d
Source dataset
uspto-grants-2011_11
Patent number
US08053581B2

Reaction notes

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