Benzaldehyde → HCID 70310518, compound

HRID 331387Notes

Reaction equation

HRID 331387 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10](=[O:12])[CH3:11].[OH-].[Na+].[CH:15](=O)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CCO.O.Cl>[Br:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10](=[O:12])/[CH:11]=[CH:15]/[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

7

Reactant 3

HCID 240BenzaldehydeHCID 14798Sodium HydroxideHCID 106570061-(2-Bromo-4-methoxyphenyl)ethan-1-one

Product 1

HCID 70310518HCID 70310518, compoundYield 70%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 1-(2-bromo-4-methoxyphenyl)ethanone (6.2 g, 27.06 mmol) obtained in Step 1 in EtOH (50 mL) at 0° C. was added sequentially aq. NaOH solution (8.12 mL, 81.19 mmol, 3 eq) and benzaldehyde (3.3 mL, 32.48 mmol, 1.2 eq). After being stirred for additional 4 h at room temperature, the mixture was diluted with H2O and neutralized with 3N HCl. The resulting mixture was extracted with EtOAc (20 mL×3). The extracts were washed with brine, dried over MgSO4, and concentrated in vacuo to obtain the desired product (6 g, 70%).

Workup

  1. extractionThe resulting mixture was extracted with EtOAc (20 mL×3)
  2. washThe extracts were washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-631b80a3530541fead5e6e995b28dca9
Source dataset
uspto-grants-2014_11
Patent number
US08877747B2

Reaction notes

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