Bromide ion → HCID 86636631, compound

HRID 556079Notes

Reaction equation

HRID 556079 reaction equation
[CH:1]1([CH2:7][CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Br-:19]>[Al+3].[Cl-].[Cl-].[Cl-]>[Br:19][CH:8]([CH2:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[C:9]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)=[O:10]

Participants

4

Reactant 2

HCID 259Bromide ionHCID 43338397HCID 43338397, compound

Product 1

HCID 86636631HCID 86636631, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 6451240Aluminum(III) ChlorideCatalyst

Procedure

A procedure similar to step 3 of Example 1 was used. 3-cyclohexyl-1-(4-methoxy-phenyl)-propan-1-one prepared in the step 2 and bromide were used as starting materials, and anhydrous AlCl3 was used as catalyst, a colorless oily product was obtained in a yield of 96.6%. 1H-NMR (CDCl3, 400 MHz) δ: 0.85˜1.30 (5H, m), 1.45˜1.85 (6H, m), 2.04 (2H, t, J=8.08 Hz, CH2CHBr), 3.89 (3H, s, OCH3), 5.24 (1H, t, J=7.48 Hz, CHBr), 6.96 (2H, d, J=9.16 Hz, ArH), 8.02 (2H, d, J=8.68 Hz, ArH); ESI-MS m/e (%): 346.9 (M+Na, 100), 327.3 (M+1, 71).

Workup

  1. customa colorless oily product was obtained in a yield of 96.6%

Sources & evidence

ORD record
ord-c0af3200373149f7923d86ea5789b684
Source dataset
uspto-grants-2011_11
Patent number
US08053581B2

Reaction notes

Loading…