Cesium carbonate → HCID 19918524, compound

HRID 1464817Notes

Reaction equation

HRID 1464817 reaction equation
[Br:1][C:2]1[CH:9]=[C:6]([CH:7]=O)[C:5]([OH:10])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:17]([O:24][C:25]1[CH:30]=[CH:29][C:28]([C:31](=[O:34])[CH2:32]Br)=[CH:27][CH:26]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(#N)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:32]([C:31](=[O:34])[C:28]3[CH:29]=[CH:30][C:25]([O:24][CH2:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:26][CH:27]=3)=[CH:7][C:6]=2[CH:9]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 728635-BromosalicylaldehydeHCID 105425931-[4-(Benzyloxy)phenyl]-2-bromoethan-1-one

Product 1

HCID 19918524HCID 19918524, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Conditions

Temperature
0 °C

Procedure

5-Bromosalicylaldehyde (2.9 g, 14.5 mmol), cesium carbonate (2.5 g, 7.7 mmol) and acetonitrile (40 ml) were combined and heated to reflux for 30 minutes. The mixture was cooled to 0° C. and a solution of 4'-benzyloxy-2-bromoacetophenone (J. Het. Chem., 2, 310 (1965)) (4.7 g, 15 mmol) in acetonitrile (20 ml) was added. The cooling bath was removed, the mixture stirred at room temperature for 2.5 hours and the precipitate collected (4.5 g).

Workup

  1. temperatureheated
  2. temperatureto reflux for 30 minutes
  3. customThe cooling bath was removed
  4. customthe precipitate collected (4.5 g)

Sources & evidence

ORD record
ord-ecd70f2c6c9644d2833234c6e5c3f301
Source dataset
uspto-grants-1994_04
Patent number
US05306726

Reaction notes

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